Category: 99438-28-5

Wang, Xiang published the artcileTotal Synthesis of the Salicylate Enamide Macrolide Oximidine II, Synthetic Route of 99438-28-5, the publication is Journal of the American Chemical Society (2003), 125(20), 6040-6041, database is CAplus and MEDLINE.

The asym. synthesis of the salicylate enamide macrolide oximidine II (I) is reported. The synthesis involves a highly regio- and stereoselective ring-closing metathesis of a bis-diene substrate to construct the macrocyclic triene core. Copper(I)-mediated amidation of a (Z)-vinyl iodide was employed to attach the enamide side chain.

Journal of the American Chemical Society 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 C5H5F3O2, Synthetic Route of 99438-28-5.

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

Yang, Mingze published the artcileTotal Synthesis of Dysoxylactam A, SDS of cas: 99438-28-5, the publication is Organic Letters (2020), 22(5), 1776-1779, database is CAplus and MEDLINE.

The total synthesis of a potent multi-drug-resistant reverser, dysoxylacatam A (1), was achieved in a highly efficient and stereocontrolled fashion. The highlights of the strategy enlisted an iterative combination of lithiation-borylation tactics including Aggarwal homologation and Matteson homologation, Brown crotylation, Krische allylation, and ring-closing metathesis to forge the macrocycle.

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 C8H10O2, SDS of cas: 99438-28-5.

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

McDonald, Frank E. published the artcileStereo- and regioselective synthesis of 2-amino-3,5-diols via stereospecific crotyl transfer and regioselective aminohydroxylation, SDS of cas: 99438-28-5, the publication is Synthesis (2012), 44(23), 3639-3648, database is CAplus.

A short synthesis of 2-amino-3,5-diols is described, including the all-S isomer enigmol, a synthetic anticancer compound inspired by the structure of fumonisin B₁. The synthetic route features stereospecific crotyl transfer to tetradecanal via pericyclic oxonia-Cope rearrangement; stereoselective epoxidation of the alkene; regioselective epoxide opening with azide; and reduction of azide to amine. This manuscript also corrects a structure assignment error in a previously reported synthesis of one of the diastereomers of enigmol.

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, SDS of cas: 99438-28-5.

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

Roush, W. R. published the artcile[(E)-γ-(Dimethylphenylsilyl)allyl]diisopinocampheylborane: a highly enantioselective reagent for the synthesis of anti-β-hydroxyallylsilanes, COA of Formula: C21H37BO, the publication is Tetrahedron Letters (2000), 41(49), 9413-9417, database is CAplus.

Anti-β-Hydroxyallylsilanes, MeCH(OH)CH(CH:CH₂)SiMe₂Ph for example, were prepared with 88-95% e.e. via asym. allylboration reactions of aldehydes, MeCHO for example, with [(E)-γ-(dimethylphenylsilyl)allyl]diisopinocampheylborane.

Tetrahedron 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, COA of Formula: C21H37BO.

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

Smith, Amos B. III published the artcileTotal Syntheses of (-)-Macrolactin A, (+)-Macrolactin E, and (-)-Macrolactinic Acid: An Exercise in Stille Cross-Coupling Chemistry, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane, the publication is Journal of the American Chemical Society (1998), 120(16), 3935-3948, database is CAplus.

The total syntheses of the potent antiviral agent (-)-macrolactin A (I; R¹ = OH, R² = H) and two related family members, (+)-macrolactin E (I; R¹R² = O) and (-)-macrolactinic acid (II; X = CH₂CH₂CH₂), have been achieved, exploiting a unified, convergent, and highly stereocontrolled strategy. Extensive use of the palladium-catalyzed Stille cross-coupling reaction for the stereospecific construction of the three isolated dienes including macrocyclization formed the cornerstone of the successful strategy. The total syntheses of these natural products, no longer available via fermentation, confirm their relative and absolute stereochemistries and provide access to possible analogs for further biol. study.

Journal of the American Chemical Society 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, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane.

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

Fuwa, Haruhiko published the artcileTotal Synthesis, Stereochemical Reassignment, and Biological Evaluation of (-)-Lyngbyaloside B, Computed Properties of 99438-28-5, the publication is Angewandte Chemie, International Edition (2015), 54(3), 868-873, database is CAplus and MEDLINE.

(-)-Lyngbyaloside B is a 14-membered macrolide glycoside isolated from the marine cyanobacterium Lyngbya sp. as a cytotoxic substance by Moore and co-workers. The first total synthesis of (-)-lyngbyaloside B and the reassignment of its stereo-structure is described. The synthesis features an Abiko-Masamune aldol reaction, a vinylogous Mukaiyama aldol reaction, and a macrocyclization involving an acyl ketene intermediate for the construction of the macrocyclic backbone, which contains an acylated tertiary alc. The antiproliferative activity of selected compounds against a small panel of human cancer cell lines is also reported.

Angewandte Chemie, International Edition 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, Computed Properties of 99438-28-5.

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

Trost, Barry M. published the artcileTotal Synthesis and Stereochemical Assignment of (-)-Ushikulide A, Safety of (+)-B-Methoxydiisopinocampheylborane, the publication is Journal of the American Chemical Society (2009), 131(41), 15061-15074, database is CAplus and MEDLINE.

We report the determination of the full stereostructure of (-)-ushikulide A (I), a spiroketal containing macrolide by total synthesis. Ushikulide A was isolated from a culture broth of Streptomyces sp. IUK-102 and exhibits potent immunosuppressant activity (IC₅₀ = 70 nM). To embark upon an ushikulide A synthesis, a tentative assignment was made based on analogy to cytovaricin, a related macrolide isolated from a culture of Streptomyces diastatochromogenes whose full structure was previously established via synthesis and X-ray crystallog. This report delineates studies on several key steps, namely a direct aldol reaction catalyzed by the dinuclear zinc ProPhenol complex, a metal catalyzed spiroketalization, as well as application of an unprecedented asym. alkynylation of a simple saturated aldehyde with Me propiolate to prepare the nucleophilic partner for a Marshall-Tamaru propargylation. These studies culminated in the first total synthesis and stereochem. assignment of (-)-ushikulide A and significantly extended the scope of the above-mentioned methodologies.

Journal of the American Chemical Society 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 C15H21BO2, Safety of (+)-B-Methoxydiisopinocampheylborane.

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

Raghavan, Sadagopan published the artcileA short convergent synthesis of the [3.2.1]dioxabicyclooctane subunit of sorangicin A via regioselective epoxide opening, Name: (+)-B-Methoxydiisopinocampheylborane, the publication is Tetrahedron (2018), 74(10), 1071-1077, database is CAplus.

In this paper, we disclose the synthesis of the dioxabicyclo[3.2.1]octane subunit (I) of the potent antibiotic sorangicin A. The synthesis was achieved in a convergent manner in 8 steps. Regio- and stereoselective intermol. epoxide opening, ring-closing metathesis and iodo-etherification are key steps. cis-2-Butene diol has been employed as a common staring material.

Tetrahedron 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

Fukuda, Hayato published the artcileSynthesis and Structure-Activity Relationship of Vicenistatin, a Cytotoxic 20-Membered Macrolactam Glycoside, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane, the publication is Chemistry – An Asian Journal (2012), 7(12), 2872-2881, S2872/1-S2872/34, database is CAplus and MEDLINE.

We have developed two syntheses of viceniqstatin and its analogs. Our first-generation strategy included the rapid and sequential assembly of the macrocyclic lactam by using an intermol. Horner-Wadsworth-Emmons reaction between the C3-C13 fragment and the C1-C2, C14-C19 fragment, followed by an intramol. Stille coupling reaction. The second-generation strategy utilized a ring-closing metathesis of a hexa-ene intermediate to generate the desired 20-membered macrolactam. This second-generation strategy made it possible to prepare synthetic analogs of vicenistatin, including the C20- and/or C23-demethyl analogs. Evaluation of the cytotoxic effect of these analogs indicated the importance of the fixed conformation of aglycon for determining the biol. activity of the vicenistatins.

Chemistry – An Asian Journal 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, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane.

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

Yamauchi, Satoshi published the artcileStereoselective syntheses of cryptocarya diacetate and all its stereoisomers in optically pure forms, Synthetic Route of 99438-28-5, the publication is Bioscience, Biotechnology, and Biochemistry (2015), 79(1), 16-24, database is CAplus and MEDLINE.

Cryptocarya diacetate and each of its stereoisomers were stereoselectively synthesized in 8-16 steps. One of the three chiral carbons was converted from the chiral center of a yeast-reduction product. The other two chiral carbons were constructed by employing stereoselective allylation and syn-and anti-1,3-reductions The enantiomeric excesses of the synthesized cryptocarya diacetate and its stereoisomers were determined to be more than 99%ee using a chiral column.

Bioscience, Biotechnology, and Biochemistry 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 C18H14BrNO5S2, Synthetic Route of 99438-28-5.

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