(2S,3R)-3-[(t-Butoxycarbonyl)amino]-4-phenyl-1,2-epoxybutane
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(2S,3R)-3-[(t-Butoxycarbonyl)amino]-4-phenyl-1,2-epoxybutane

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(2S,3R)-3-(tert-Butoxycarbonylamino)-1,2-epoxy-4-phenylbutane is an intermediate in the synthesis of Atazanavir, a novel azapeptide HIV protease inhibitor used as an antiviral agent.

Category
BOC-Amino Acids
Catalog number
BAT-003018
CAS number
156474-22-5
Molecular Formula
C15H21NO3
Molecular Weight
263.33
(2S,3R)-3-[(t-Butoxycarbonyl)amino]-4-phenyl-1,2-epoxybutane
IUPAC Name
tert-butyl N-[(1R)-1-[(2S)-oxiran-2-yl]-2-phenylethyl]carbamate
Synonyms
threo-N-Boc-D-phenylalanine epoxide; 2-Methyl-2-propanyl {(1R)-1-[(2S)-2-oxiranyl]-2-phenylethyl}carba mate; (2S,3R)-3-phenylproline; trans-3-phenyl-l-proline; tert-butyl [(2R,3S)]-(-)-(1-oxiranyl-2-phenylethyl)carbamate; (2S)-[1'(R)-Boc-amino-2'-phenylethyl]oxirane; trans-3-phenyl-(S)-proline
Purity
≥ 95%
InChI
InChI=1S/C15H21NO3/c1-15(2,3)19-14(17)16-12(13-10-18-13)9-11-7-5-4-6-8-11/h4-8,12-13H,9-10H2,1-3H3,(H,16,17)/t12-,13-/m1/s1
InChI Key
NVPOUMXZERMIJK-CHWSQXEVSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C2CO2
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