165683-90-9

Basic information

• Product Name: Carbamic acid, [(1S)-1-(2R)-oxiranylethyl]-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, [(1S)-1-(2R)-oxiranylethyl]-, 1,1-dimethylethyl ester (9CI);tert-butyl((S)-1-((R)-oxiran-2-yl)ethyl)carbamate;EOS-60777
• CAS NO: 165683-90-9
• Molecular Formula: C9H17NO3
• Molecular Weight: 187.23618
• Product Categories: N-BOC
• Mol File: 165683-90-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Carbamic acid, [(1S)-1-(2R)-oxiranylethyl]-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1S)-1-(2R)-oxiranylethyl]-, 1,1-dimethylethyl ester (9CI)(165683-90-9)
• EPA Substance Registry System: Carbamic acid, [(1S)-1-(2R)-oxiranylethyl]-, 1,1-dimethylethyl ester (9CI)(165683-90-9)

Safety Data

• Hazardous Substances Data: 165683-90-9(Hazardous Substances Data)

Upstream product

• 1587727-71-6 (2R,3S)-3-[(tert-butoxycarbonyl)amino]-1-chlorobutan-2-yl 4-nitrobenzoate 
• 165683-82-9 (2S,3S)-1-(tert-butyldimethylsilyloxy)-3-(tert-butoxycarbonylamino)-2-butanol 
• 154079-54-6 (2S,3S)-3-tert-butoxycarbonylamino-1,2-butanediol 
• 165683-85-2 (1S,2S)-1-(tert-butyldimethylsilyloxymethyl)-2-(tert-butoxycarbonylamino)propyl methanesulfonate 

Relevant articles and documents

Novel Bicyclic Pyridinones

Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula I as defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.

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.