145341-80-6

Basic information

• Product Name: (4S,5S)-3-(tert-butoxycarbonyl)-4-cyclohexylmethyl-5-formylmethyl-2,2-dimethyl-1,3-oxazolidine
• Synonyms: (4S,5S)-3-(tert-butoxycarbonyl)-4-cyclohexylmethyl-5-formylmethyl-2,2-dimethyl-1,3-oxazolidine
• CAS NO: 145341-80-6
• Molecular Weight: 339.475
• Mol File: 145341-80-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (4S,5S)-3-(tert-butoxycarbonyl)-4-cyclohexylmethyl-5-formylmethyl-2,2-dimethyl-1,3-oxazolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5S)-3-(tert-butoxycarbonyl)-4-cyclohexylmethyl-5-formylmethyl-2,2-dimethyl-1,3-oxazolidine(145341-80-6)
• EPA Substance Registry System: (4S,5S)-3-(tert-butoxycarbonyl)-4-cyclohexylmethyl-5-formylmethyl-2,2-dimethyl-1,3-oxazolidine(145341-80-6)

Safety Data

• Hazardous Substances Data: 145341-80-6(Hazardous Substances Data)

Upstream product

• 143122-11-6 (4S,5S)-5-allyl-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine 
• 178421-79-9 (4S,5S)-3-(tert-butoxycarbonyl)-5-cyanomethyl-4-cyclohexylmethyl-2,2-dimethyl-1,3-oxazolidine 
• 107202-61-9 (2R,3S)-3-(t-butoxycarbonylamino)-4-cyclohexyl-1,2-epoxybutane 
• 108868-54-8 (3S,4S)-3-hydroxy-4-<(tert-butyloxycarbonyl)amino>-5-cyclohexylpentanenitrile 
• 104882-03-3 (2S,3S)-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-1,2-butanediol 
• 165683-84-1 (2S,3S)-1-[(tert-butyldimethylsilyl)oxy]-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-butanol 
• 165683-87-4 (1S,2S)-1-(tert-butyldimethylsilyloxymethyl)-2-(tert-butoxycarbonylamino)-3-cyclohexylpropyl methanesulfonate 
• 178421-69-7 (2S,3S)-3-azido-4-cyclohexyl-1,2-butanediol 
• 104882-44-2 (2S,3S)-2-(tert-butoxycarboxamido)-1-cyclohexyl-5-hexen-3-ol 

Downstream Products

• 124577-55-5 (4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-ethanol 
• 101669-82-3 methyl (3S,4S)-4-tert-butoxycarbonylamino-5-cyclohexylmethyl-3-hydroxypentanoate 
• 132406-51-0 (4S,5S)-4-Cyclohexylmethyl-5-methoxycarbonylmethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 143169-34-0 (2S,3S)-2-{[2-benzyl-3-(tert-butylsulfonyl)propionyl]-His-amino}-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol 
• 143169-34-0 (2S,3S)-2-{[2-benzyl-3-(tert-butylsulfonyl)propionyl]-His-amino}-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol 
• 139470-18-1 (2S,3S)-2-<<(2S)-2-<<(4-aminopipewridino)carbonyl>oxy>-3-phenylpropionyl>-His-amino>-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol 
• 143122-54-7 (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Cys(Me)-amino>-1-cyclohexyl-5-<<5-(hydroxymethyl)-1-methyl-2-imidazolyl>thio>-3-pentanol bis(trifluoroacetate) 
• 139470-30-7 (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Cys(Me)-amino>-1-cyclohexyl-5-<(1-methyl-1H-tetrazol-5-yl)thio>-3-pentanol trifluoroacetate 
• 143122-52-5 (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Cys(Me)-amino>-1-cyclohexyl-5-<(2-methyl-1,3,4-thiadiazol-5-yl)thio>-3-pentanol bis(trifluoroacetate) 
• 143122-58-1 (2S,3S)-3-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Cys(Me)-amino>-4-cyclohexyl-1-(4H-1,2,4-triazol-3-ylthio)-2-butanol bis(trifluoroacetate) 
• 143142-39-6 (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Cys(Me)-amino>-1-cyclohexyl-5-(2-thiazolylthio)-3-pentanol bis(trifluoroacetate) 
• 139470-26-1 (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Cys(Me)-amino>-1-cyclohexyl-5-(2-pyrimidinylthio)-3-pentanol bis(trifluoroacetate) 
• 143122-48-9 (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Met-amino>-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol bis(trifluoroacetate) 
• 143122-56-9 (2S,3S)-3-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Cys(Me)-amino>-4-cyclohexyl-1-(2-pyridylthio)-2-butanol bis(trifluoroacetate) 

Relevant articles and documents

Ready access to stereodefined β-hydroxy-γ-amino acids. Enantioselective synthesis of fully protected cyclohexylstatine

A convenient entry to enantiopure syn or anti β-hydroxy-γ-amino acids is described. The starting compounds for the synthesis, anti 3-amino-1,2-diols, are readily available in high enantiomeric purity through catalytic asymmetric epoxidation of an allylic alcohol and titanium-promoted oxirane opening. After adequate protection of the nitrogen, a stereodivergent sequence leads to both anti and syn N-Boc aminoalkyl epoxides. Subsequent regioselective ring-opening with cyanide, protection of the resulting secondary alcohol and nitrile to carboxyl conversion afford, in good yields, protected β-hydroxy-γ-amino acid belonging to either the anti (erythro) or syn (threo) series. This methodology has been applied to the enantioselective preparation of cyclohexylstatine, a key component of several aspartyl protease inhibitors, in fully protected form.