175550-96-6

Basic information

• Product Name: (-)-(2S,3S,5R)-2-benzyl-3-(tert-butyldimethylsilyloxy)-5-nonylpyrrolidine-1-carboxylic acid tert-butyl ester
• Synonyms: (-)-(2S,3S,5R)-2-benzyl-3-(tert-butyldimethylsilyloxy)-5-nonylpyrrolidine-1-carboxylic acid tert-butyl ester
• CAS NO: 175550-96-6
• Molecular Weight: 517.868
• Mol File: 175550-96-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (-)-(2S,3S,5R)-2-benzyl-3-(tert-butyldimethylsilyloxy)-5-nonylpyrrolidine-1-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(2S,3S,5R)-2-benzyl-3-(tert-butyldimethylsilyloxy)-5-nonylpyrrolidine-1-carboxylic acid tert-butyl ester(175550-96-6)
• EPA Substance Registry System: (-)-(2S,3S,5R)-2-benzyl-3-(tert-butyldimethylsilyloxy)-5-nonylpyrrolidine-1-carboxylic acid tert-butyl ester(175550-96-6)

Safety Data

• Hazardous Substances Data: 175550-96-6(Hazardous Substances Data)

Upstream product

• 71344-40-6 n-octyltriphenylphosphonium iodide 
• 72155-45-4 Boc-L-phenylalaninal 
• 99113-28-7 (3S,4S)-5-[(tert-butoxycarbonyl)amino]-3-hydroxy-5-phenyl-1-pentene 
• 173728-51-3 (2S,3R,4S)-2-Benzyl-3,4-bis-benzyloxy-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 175550-97-7 (3S,4R,5S)-5-Benzyl-3,4-bis-benzyloxy-pyrrolidin-2-one 
• 175550-94-4 (3S,4R,5S)-5-Benzyl-3,4-bis-benzyloxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one 
• 175550-95-5 (2S,3S)-tert-butyl 2-benzyl-3-((tert-butyldimethylsilyl)oxy)-5-oxopyrrolidine-1-carboxylate 
• 175550-98-8 (2S,3R,4S)-2-Benzyl-3,4-dihydroxy-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 109579-10-4 (4S,5R)-N-(((tert)-butyloxy)carbonyl)-5-benzyl-4-hydroxy-2-pyrrolidinone 
• 205491-21-0 (2S,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-nonyl-2-vinyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 205491-17-4 Toluene-4-sulfonic acid (S)-2-tert-butoxycarbonylamino-4-(tert-butyl-diphenyl-silanyloxy)-butyl ester 
• 205491-09-4 {(R)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-decyl}-carbamic acid tert-butyl ester 
• 205491-15-2 (S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 205491-16-3 (S)-tert-butyl (4-((tert-butyldiphenylsilyl)oxy)-1-hydroxybutan-2-yl)carbamate 

Downstream Products

• 125356-66-3 (+)-preussin 
• 651359-09-0 (2S,3S,5R)-2-benzyl-3-((tert-butyldimethylsilyl)oxy)-1-methyl-5-nonylpyrrolidine 
• 158527-21-0 tert-butyl (2S,3S,5R)-2-benzyl-3-hydroxy-5-nonylpyrrolidine-1-carboxylate 

Relevant articles and documents

A concise and efficient synthesis of (+)-preussin

A novel and efficient synthesis of (+)-preussin (7) starting from N-butoxycarbonyl-L-phenylalaninal (1) is described. This natural product was synthesized under mild conditions and with good overall yield.

Novel route to the synthesis of hydroxylated pyrrolidine derivatives via the intramolecular reaction of γ-aminoallylstannane with aldehyde. Total synthesis of (+)-preussin

The thermal cyclization of γ-aminoallylstannane (8) having an aldehyde group gave β-hydroxypyrrolidine derivative (9a) as a sole product. This methodology was applied successfully to the total synthesis of (+)-preussin.