Category: 99438-28-5

Yin, Xueqiang published the artcileCarbocyclic sinefungin, Computed Properties of 99438-28-5, the publication is Tetrahedron Letters (2007), 48(28), 4809-4811, database is CAplus and MEDLINE.

(3AS,4S,6R,6aR)-Tetrahydro-2,2-dimethyl-6-vinyl-3aH-cyclopenta[d][1,3]-dioxol-4-ol, itself available from ribose, provided a convenient entry point for an 18-step preparation of carbocyclic sinefungin. This procedure is adaptable to a number of carbocyclic sinefungin analogs with diversity of heterocyclic base and in the amino acid bearing side chain.

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 C4H4OS, Computed Properties of 99438-28-5.

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

Chen, Zhiyong published the artcileDiastereoselective synthesis of the acyl side-chain and amino acid (2S,3R)-3-hydroxy-3-methylproline fragments of polyoxypeptin A, Application In Synthesis of 99438-28-5, the publication is Synlett (2005), 2781-2785, database is CAplus.

Synthesis of the acyl side-chain and amino acid (2S,3R)-3-hydroxy-3-methylproline units of the potent depsipeptide polyoxypeptin A, is described. Key intermediates were secured via diastereoselective addition involving a homoenolate ion and allylation of an aminoketone, resp.

Synlett 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, Application In Synthesis of 99438-28-5.

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

Fuwa, Haruhiko published the artcileTotal Synthesis and Complete Stereostructure of a Marine Macrolide Glycoside, (-)-Lyngbyaloside B, Name: (+)-B-Methoxydiisopinocampheylborane, the publication is Chemistry – A European Journal (2016), 22(20), 6815-6829, database is CAplus and MEDLINE.

We have described in detail the total synthesis of both the proposed and correct structures of (-)-lyngbyaloside B, which facilitated the elucidation of the complete stereostructure of this natural product. Our study began with the total synthesis of 13-demethyllyngbyaloside B, in which an esterification/ring-closing metathesis strategy was successfully used for the efficient construction of the macrocycle. We also established reliable methods for the introduction of the conjugated diene side chain and the L-rhamnose residue onto the macrocyclic framework. However, the esterification/Ring Closure Metathesis strategy proved ineffective for the parent natural product because of the difficulties in acylating the sterically encumbered C-13 tertiary alc.; macrolactonization of a seco-acid was also extensively investigated under various conditions without success. We finally completed the total synthesis of the proposed structure of (-)-lyngbyaloside B by means of a macrolactonization that involves an acyl ketene as the reactive species. However, the NMR spectroscopic data of our synthetic material did not match those of the authentic material, which indicated that the proposed structure must be re-examined Inspection of the NMR spectroscopic data of the natural product and mol. mechanics calculations led us to postulate that the configuration of the C-10, C-11, and C-13 stereogenic centers had been incorrectly assigned in the proposed structure. Finally, our revised structure of (-)-lyngbyaloside B was unambiguously verified through total synthesis.

Chemistry – A European 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, Name: (+)-B-Methoxydiisopinocampheylborane.

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

Wang, Xiao-Dan published the artcileSynthesis and configurations of YF-0200R A and B, HPLC of Formula: 99438-28-5, the publication is Tetrahedron (2016), 72(23), 3177-3184, database is CAplus.

Two natural unsaturated fatty acids, YF-0200R A (I, R¹ = H) and B (I, R¹ = OH), with aspargyl protease inhibition activity were synthesized for the first time. The stereogenic centers were installed by using Brown asym. allylation or chiral building blocks derived from D-glucose, resp. The conjugate diene unit was introduced via an HWE reaction. The geometry of the C-C double bonds was clearly shown to be (E) by ¹H NMR in C₆D₆. The spectroscopic data for the synthetic samples were in excellent consistency with those reported for the corresponding natural ones. The optical rotations were also compatible with those for the natural ones. The absolute configurations for natural YF-0200R A and B thus could be reliably assigned as (8S) and (8S,10S), resp.

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 C9H17NO, HPLC of Formula: 99438-28-5.

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

Zhu, Shijun published the artcileSynthesis and Configuration of Neomaclafungin A, Product Details of C21H37BO, the publication is Chemistry – An Asian Journal (2017), 12(17), 2211-2215, database is CAplus and MEDLINE.

The relative and absolute configuration of neomaclafungins were impossible to establish by spectroscopic analyses alone because of the lack of exploitable ¹H-¹H couplings and NOEs between the upper and the lower subunits. This very difficult task now is finally completed by an enantioselective total synthesis of neomaclafungin A (revised) and its diastereomer (reported). The results also provided a key reference for the complete structures for other neomaclafungins and the long-known closely related natural product maclafungin.

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 C18H24N6O6S4, Product Details of C21H37BO.

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

Weeks, Kellie L. published the artcileA three-step enantioselective synthesis of (+)- and (-)-α-thujone, Formula: C21H37BO, the publication is Organic & Biomolecular Chemistry (2021), 19(37), 8018-8020, database is CAplus and MEDLINE.

The stereocontrolled three-step synthesis of either enantiomer of α-thujone from com. available 3-methyl-1-butyne is described. The enantioselectivity originates from a Brown crotylation which is then conferred to the all-carbon quaternary center via chirality transfer in a gold-catalyzed cycloisomerization. The route is highly atom economical and requires no protecting groups or redox manipulations.

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 C5H5NO3S, Formula: C21H37BO.

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

Sokolsky, Alexander published the artcileSpirastrellolide E: synthesis of an advanced C(1)-C(24) southern hemisphere, Product Details of C21H37BO, the publication is Tetrahedron Letters (2015), 56(23), 3160-3164, database is CAplus and MEDLINE.

The synthesis of a C(1)-C(24) advanced southern hemisphere fragment (I) towards the total synthesis of spirastrellolide E has been achieved. Highlights of the route include a highly convergent Type I Anion Relay Chem. (ARC) tactic for fragment assembly, in conjunction with a directed, regioselective gold-catalyzed alkyne functionalization to generate the central unsaturated [6,6]-spiroketal.

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 C9H9F5Si, Product Details of C21H37BO.

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

Kim, Yong-Jae published the artcileSynthetic Studies of Complex Immunostimulants from Quillaja saponaria: Synthesis of the Potent Clinical Immunoadjuvant QS-21A_api, Synthetic Route of 99438-28-5, the publication is Journal of the American Chemical Society (2006), 128(36), 11906-11915, database is CAplus and MEDLINE.

QS-21 is one of the most promising new adjuvants for immune response potentiation and dose-sparing in vaccine therapy given its exceedingly high level of potency and its favorable toxicity profile. Melanoma, breast cancer, small cell lung cancer, prostate cancer, HIV-1, and malaria are among the numerous maladies targeted in more than 80 recent and ongoing vaccine therapy clin. trials involving QS-21 as a critical adjuvant component for immune response augmentation. QS-21 is a natural product immunostimulatory adjuvant, eliciting both T-cell- and antibody-mediated immune responses with microgram doses. Herein is reported the synthesis of QS-21A_api in a highly modular strategy, applying novel glycosylation methodologies to a convergent construction of the potent saponin immunostimulant. The chem. synthesis of QS-21 offers unique opportunities to probe its mode of biol. action through the preparation of otherwise unattainable nonnatural saponin analogs.

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 C21H37BO, Synthetic Route of 99438-28-5.

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

Paterson, Ian published the artcileStudies in marine macrolide synthesis: synthesis of a C₁₆-C₂₈ subunit of spongistatin 1 (altohyrtin A) incorporating the CD-spiroacetal moiety, Formula: C21H37BO, the publication is Tetrahedron Letters (1997), 38(51), 8911-8914, database is CAplus.

The C₁₆-C₂₈ ketone I, containing the CD-spiroacetal of spongistatin 1, was prepared in 17 steps from the aldehyde Me₃CSiMe₂OCH₂CH₂CHO. Both thermodn. and kinetic conditions were explored for controlling the CD-acetal configuration.

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, Formula: C21H37BO.

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

Terwilliger, Daniel W. published the artcileSelective Synthesis of Divergolide I, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane, the publication is Journal of the American Chemical Society (2018), 140(8), 2748-2751, database is CAplus and MEDLINE.

Divergolide I (I) is a naphthoquinone ansamycin that exhibits broad antibacterial activity. Its tetracyclic ring system is believed to be biosynthetically assembled via ring-contraction of a macrocyclic precursor (proto-divergolide) that is both a macrolactone and a macrolactam. We here report a convergent and enantioselective synthesis that delivers the target mol. in less than 20 linear steps. Our work establishes the absolute configuration of divergolide I, confirms its relative configuration, and demonstrates that the biomimetic cyclization of a proto-divergolide can be surprisingly selective.

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 C7H7BrN2O2, Recommanded Product: (+)-B-Methoxydiisopinocampheylborane.

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