172170-19-3

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 109-92-2 ethyl vinyl ether 
• 172170-18-2 (2R,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionaldehyde 
• 120743-99-9 p-[(tert-butyldimethylsilyl)oxy]benzaldehyde 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 172277-22-4 Acetic acid (2S,3S)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-hydroxy-2-methyl-propyl ester 
• 172170-16-0 (2S,3S)-1-acetoxy-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropane 
• 172170-17-1 (2S,3S)-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropanol 
• 172170-12-6 (+/-)-methyl 3-(4-tert-butyldimethylsilyloxyphenyl)-2-methyl-3-oxopropanoate 

Downstream Products

• 127084-38-2 (2S,3S,4S)-3-buten-1-yl 2-azido-4-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoate 
• 131068-86-5 (2S,3S,4S)-4-nitrophenyl 2-azido-4-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoate 
• 172170-21-7 ethyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate 
• 213976-31-9 2-nitrophenyl (2S,3S,4S)-2-azido-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-3-methylbutanoate 
• 172170-20-6 ethyl (2R,3S,4S)-4-(4-tert-butyldimethylsilyloxyphenyl)-4-tert-butyldiphenylsilyloxy-2-iodo-3-methylbutanoate 

Relevant academic research and scientific papers

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.

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.