Study on Synthesis of (R)-Methyl 2-((Tert-Butoxycarbonyl)Amino)-3-((Tert-Butyldimethylsilyl)Thio)Propanoate

doi:10.4028/WWW.SCIENTIFIC.NET/AMR.1033-1034.596

Paper

Study on Synthesis of (R)-Methyl 2-((Tert-Butoxycarbonyl)Amino)-3-((Tert-Butyldimethylsilyl)Thio)Propanoate

Published Oct 1, 2014 · Shuanglin Qin, L. Tang, Li Ping Wang

Advanced Materials Research

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Abstract

(R)-methyl 2-((tert-butoxycarbonyl) amino)-3-((tert-butyldimethylsilyl) thio) propanoate, an key intermediate of the natural product Biotin which is a water-soluble vitamin, involved in an essential part of the metabolic cycle causing catalytic fixation of carbon dioxide in the biosynthesis of fatty acids, sugars, and α-amino acids, was synthesized from L-cystine in overall yield 67% through three steps, which synthesis included esterification, protection of amine and thiol.

Study Snapshot

This study successfully synthesized (R)-methyl 2-((tert-butoxycarbonyl) amino)-3-((tert-butyldimethylsilyl) thio) propanoate, a key intermediate in biotin production, with 67% overall yield from L-c

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Study on Synthesis of (R)-Methyl 2-((Tert-Butoxycarbonyl)Amino)-3-((Tert-Butyldimethylsilyl)Thio)Propanoate

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References

A novel and enantioselective synthesis of d-(+)-biotin via a Sharpless asymmetric dihydroxylation strategy

This study successfully synthesized d-(+)-biotin from commercially available cyclohexanone using a Sharpless asymmetric dihydroxylation strategy, achieving enantioselectivity and a carboxyalkyl side chain.

Gemcitabine-coumarin-biotin conjugates: a target specific theranostic anticancer prodrug.

Gemcitabine-coumarin-biotin conjugates show potential as a targeted, theranostic anticancer agent, with potential for monitoring therapeutic effects and drug uptake at the subcellular level through two-photon fluorescence imaging.

Mechanism-based tumor-targeting drug delivery system. Validation of efficient vitamin receptor-mediated endocytosis and drug release.

The developed mechanism-based tumor-targeting drug delivery system efficiently targets tumor cells through vitamin receptor-mediated endocytosis, resulting in smooth drug release and anticancer activity.

Effects of biotin supplementation in the diet on insulin secretion, islet gene expression, glucose homeostasis and beta-cell proportion.

Biotin supplementation in the diet improves insulin secretion, glucose tolerance, and beta-cell proportion in rodent pancreatic islets, suggesting a role for biotin in diabetes prevention and treatment.

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