Tag: M.W=300-350

Li, Yingfa published the artcileA formal synthesis of ionomycin featuring a permanganate-mediated oxidative cyclisation, Quality Control of 99438-28-5, the publication is Synthesis (2011), 104-108, database is CAplus.

Key steps in a synthesis of the C17-C32 fragment (I) of ionomycin are (a) an auxiliary-directed oxidative cyclization of a diene with potassium permanganate to construct a THF ring and four stereogenic centers in a single operation, and (b) a chain-appendage reaction featuring the alkylation of an enolsilane by an oxocarbenium ion generated from a 2-phenylsulfonyl-substituted THF.

Synthesis published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Quality Control of 99438-28-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Watts-Oquendo, Erika T. published the artcileEffect of topical pramoxine hydrochloride on discomfort, wheal and flare associated with epicutaneous allergy test, Application of 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride, the publication is Annals of Allergy, Asthma, & Immunology (2019), 122(6), 652-653, database is CAplus and MEDLINE.

Thus, our results about treatment effect cannot be extrapolated to children or men. Future studies in children, using more antigens and intradermal test, are warranted based on these results. We report that topical pramoxine does not affect wheal and flare response to allergens nor histamine control and can be used in subjects with hyperalgesia to reduce discomfort associated with the skin test procedure.

Annals of Allergy, Asthma, & Immunology published new progress about 637-58-1. 637-58-1 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride, and the molecular formula is C14H26O2, Application of 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Smith, Amos B. III published the artcileTotal Synthesis of (-)-2-epi-Peloruside A, Synthetic Route of 99438-28-5, the publication is Organic Letters (2008), 10(24), 5501-5504, database is CAplus and MEDLINE.

A convergent synthesis of (-)-2-epi-peloruside A has been achieved. Highlights include implementation of multi-component type I anion relay chem. (ARC) to unite 2-TBS-1,3-dithiane with two epoxides to construct the eastern hemisphere, a late-stage dithiane union to secure the complete, fully functionalized carbon backbone, and Yamaguchi macrolactonization, which led to (-)-2-epi-peloruside A via an unexpected epimerization at C(2).

Organic Letters published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C5H10O, Synthetic Route of 99438-28-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Ramachandran, P. Veeraraghavan published the artcileStudies towards the synthesis of epothilone A via organoboranes, Formula: C21H37BO, the publication is Organic & Biomolecular Chemistry (2005), 3(20), 3812-3824, database is CAplus and MEDLINE.

Studies towards the synthesis of epothilone A via organoboranes have been described. A modified procedure for the large-scale preparation of B-γ,γ-dimethylallyldiisopinocampheylborane from prenyl alc. has been developed. This reagent, upon reaction with various aldehydes RCHO (R = Et, Ph, 4-MeOC₆H₄CH₂OCH₂CH₂, etc.), provides the corresponding α,α-dimethylhomoallylic alcs. I in high enantioselectivities. The application of this reagent for the synthesis of the C₁-C₆ subunit II of epothilone has been demonstrated. Alternatively, inter- and intramol. asym. reduction protocols have also been utilized for the synthesis of the C₁-C₆ subunit of epothilone A. The synthesis of the C₇-C₂₁ fragment III of epothilone A involving asym. alkoxyallyl- and crotylboration using α-pinene-derived reagents has also been described.

Organic & Biomolecular Chemistry published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Formula: C21H37BO.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Mainville, C. A. published the artcileScope of acetonitrile as a solvent in the nonaqueous titration of organic medicinals, Recommanded Product: 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride, the publication is Journal of Pharmaceutical Sciences (1964), 53(2), 154-7, database is CAplus and MEDLINE.

Acetonitrile is a useful solvent for nonaqueous titration of organic medicinals as very few excipients interfere. Its scope, however, for each individual compound must be investigated as solubility cannot be predicted on the basis of chem. similarity.

Journal of Pharmaceutical Sciences published new progress about 637-58-1. 637-58-1 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride, and the molecular formula is C17H28ClNO3, Recommanded Product: 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Barry, Conor S. published the artcileStereoselective Synthesis of the Tetrahydropyran Core of Polycavernoside A, SDS of cas: 99438-28-5, the publication is Organic Letters (2005), 7(13), 2683-2686, database is CAplus and MEDLINE.

A concise and stereoselective synthesis of the tetra-substituted tetrahydropyran core of polycavernoside A was achieved in 55% overall yield from 3-benzyloxypropanal. A stereoselective allyl transfer reaction was used in the synthesis of enol ether I followed by a TFA-mediated cyclization to create the three new asym. centers in the tetrahydropyran with complete stereocontrol in a single-pot process.

Organic Letters published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, SDS of cas: 99438-28-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Ayehunie, Seyoum published the artcileOrganotypic human vaginal-ectocervical tissue model for irritation studies of spermicides, microbicides, and feminine-care products, Name: 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride, the publication is Toxicology in Vitro (2006), 20(5), 689-698, database is CAplus and MEDLINE.

A three-dimensional organotypic vaginal-ectocervical (VEC) tissue model has been developed to test the irritation of topically applied spermicides, microbicides, and vaginal-care products. The in vitro tissue model was reconstructed using normal VEC epithelial cells and is well stratified, containing differentiated basal, suprabasal, intermediate, and superficial cell layers similar to in vivo tissue. The intermediate and superficial cell layers contain glycogen, and the expression of cytokeratins 13 and 14 in the tissue also parallels that of native tissue. The MTT viability assay and histol. assessment were used to test inter-lot and intra-lot reproducibility. The MTT average intra-lot coefficient of variation (CV) was less than 10% and the time required to reduce tissue viability by 50% (ET-50) following application of 1% Triton X-100 averaged 1.25±0.24 h (n = 23) upon completion of the 11-day culture period and 1.30 h ± 0.19 for the same tissues stored overnight at 4° on agarose gels. The utility of the VEC model for irritation studies was examined by testing com. available products using the MTT assay and histol. assessment. The average ET-50 values ranged between 1.8 and 2.7 h for feminine washes, 3.9-6.7 h for spermicides, 6.8-18 h for anti-itch creams, and >18 h for douches, lubricants, and anti-fungal creams. Studies of cytokines released from VEC cultures following product application showed that elevated concentrations of IL-1α and IL-1β were associated with toxicity of test materials. In conclusion, the VEC tissue model is a highly reproducible, non-animal means to assess the irritation of contraceptives, microbicides, and vaginal-care products.

Toxicology in Vitro published new progress about 637-58-1. 637-58-1 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride, and the molecular formula is C17H28ClNO3, Name: 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Hertweck, Christian published the artcileAsymmetric α-Chloroallylboration of Amino Aldehydes: A Novel and Highly Versatile Route to D– and L-erythro-Sphingoid Bases, Name: (+)-B-Methoxydiisopinocampheylborane, the publication is Journal of Organic Chemistry (1999), 64(12), 4426-4430, database is CAplus.

Serinal-derived vinyloxiranes represent versatile building blocks for synthesis of D-(or L-)erythro-sphingosine and its analogs. Asym. α-chloroallylation of the Garner aldehyde with chiral and achiral γ-(Z)-chloroallylboranes, followed by DBU-mediated cyclization of the corresponding chlorohydrins, provides a highly effective route to oxazolidine vinyloxiranes in high yield under mild conditions. Matched and mismatched cases of the double diastereoselective allylation were investigated. The vinyloxirane reacts with a variety of organocuprates by a S_N2′ type nucleophilic substitution, yielding protected sphingoid bases as (E)-allylic alcs. exclusively. By the new approach, a multitude of different sphingoid core structures becomes available, from a uniform protocol, with high yield and efficiency.

Journal of Organic Chemistry published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Name: (+)-B-Methoxydiisopinocampheylborane.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Hertweck, Christian published the artcileTandem Reduction-Chloroallylboration of Esters: Asymmetric Synthesis of Lamoxirene, the Spermatozoid Releasing and Attracting Pheromone of the Laminariales (Phaeophyceae), Product Details of C21H37BO, the publication is Journal of Organic Chemistry (2000), 65(8), 2458-2463, database is CAplus and MEDLINE.

Asym. synthesis of all four stereoisomers of lamoxirene (cis-2-cyclohepta-2,5-diene-3-vinyloxirane), the spermatozoid-releasing and -attracting pheromone of the Laminariales (Phaeophyceae), is reported. Chiral Et cyclohepta-2,5-diene carboxylates, prepared by a divinylcyclopropane Cope rearrangement, were effectively alkylated by means of a novel tandem DIBAL-H reduction/asym. α-chloroallylboration using (Z)-γ-chloroallyldiisopinocampheylboranes. The ensuing syn-α-chlorohydrins were transformed into the corresponding vinyloxiranes with DBU, providing all four isomers of the pheromone in good chem. and excellent optical yield (90-97% ee). Spermatozoid-release assays were conducted with the sympatrically growing species L. digitata, L. hyperborea, and L. saccharina and established I as the most active isomer in all cases.

Journal of Organic Chemistry published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Product Details of C21H37BO.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Hertweck, Christian published the artcileB-methoxydiisopinocampheylborane (Ipc₂BOMe). A pinene-based auxiliary for asymmetric C-C bond-forming reactions, Quality Control of 99438-28-5, the publication is Journal fuer Praktische Chemie (Weinheim, Germany) (1999), 341(1), 83-87, database is CAplus.

A review with 31 references B-methoxydiisopinocampheylborane is a highly versatile chiral auxiliary that is compatible with a great variety of functional groups, either in the reagent or the substrate. Thus, this reagent allows direct access to complex mols. without extensive use of protecting groups. Of particular advantage is the ability of heteroatom substituents on the B reagents, to affect the stereochem. course of the reaction. This can then be used to yield products of predictable and well defined relative and absolute stereochem.

Journal fuer Praktische Chemie (Weinheim, Germany) published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Quality Control of 99438-28-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem