172277-21-3

Basic information

• Product Name: (1S,2S)-1-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-methyl-propane-1,3-diol
• Synonyms: (1S,2S)-1-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-methyl-propane-1,3-diol
• CAS NO: 172277-21-3
• Molecular Weight: 296.482
• Mol File: 172277-21-3.mol

Chemical Properties

• CAS DataBase Reference: (1S,2S)-1-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-methyl-propane-1,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-1-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-methyl-propane-1,3-diol(172277-21-3)
• EPA Substance Registry System: (1S,2S)-1-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-methyl-propane-1,3-diol(172277-21-3)

Safety Data

• Hazardous Substances Data: 172277-21-3(Hazardous Substances Data)

Upstream product

• 120743-99-9 p-[(tert-butyldimethylsilyl)oxy]benzaldehyde 
• 123-08-0 4-hydroxy-benzaldehyde 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 172170-12-6 (+/-)-methyl 3-(4-tert-butyldimethylsilyloxyphenyl)-2-methyl-3-oxopropanoate 

Relevant articles and documents

A formal total synthesis of nikkomycin B based on enzymatic resolution of a primary alcohol possessing two stereogenic centers

A highly stereoselective synthesis of the versatile chiral synthon possessing two stereogenic centers, (2S,3S)-8 (>99% ee) was achieved and the conversion of (2S,3S)-8 into the homochiral intermediate (2S,3S,4S)-1 for the synthesis of nikkomycin B is described.

Formal total synthesis of nikkomycin B based on a lipase-catalysed hydrolysis of an acetate possessing two stereogenic centers

A stereoselective synthesis of the versatile chiral synthon possessing two stereogenic centers, (2S,3S)-11 (>99% ee) was achieved by using chemo- enzymatic method. The conversion of (2S,3s)-11 into the homochiral intermediates (2S,3S,4S)-25 and (2S,3S,4S)-27 corresponding to the N-terminal amino acid moiety of nikkomycin B(1) and their application to the formal total synthesis of nikkomycin B(1) are described.