140867-26-1

Basic information

• Product Name: 2(R)-<1'(S)-azido-2'-phenylethyl>oxirane
• Synonyms: 2(R)-<1'(S)-azido-2'-phenylethyl>oxirane
• CAS NO: 140867-26-1
• Molecular Weight: 189.217
• Mol File: 140867-26-1.mol

Chemical Properties

• CAS DataBase Reference: 2(R)-<1'(S)-azido-2'-phenylethyl>oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: 2(R)-<1'(S)-azido-2'-phenylethyl>oxirane(140867-26-1)
• EPA Substance Registry System: 2(R)-<1'(S)-azido-2'-phenylethyl>oxirane(140867-26-1)

Safety Data

• Hazardous Substances Data: 140867-26-1(Hazardous Substances Data)

Upstream product

• 155884-12-1 (2S,3R)-3-azido-1-tert-butyldimethylsilyl-2-ethoxyethyl-4-phenylbutane-1,2-diol 
• 140867-27-2 (2R,3R)-1,2-O-methylethylidene-4-phenylbutane-1,2,3-triol 
• 78571-81-0 (R,R)-3-(phenylmethyl)oxiranemethanol 
• 155884-11-0 (2S,3R)-1-tert-butyldimethylsilyl-2-(RS)ethoxyethyl-4-phenylbutane-1,2,3-triol 
• 151250-78-1 Benzoic acid (2S,3S)-3-azido-2-hydroxy-4-phenyl-butyl ester 
• 116949-67-8 (2S,3S)-2-azido-1-phenyl-butane-3,4-diol 
• 42238-15-3 (2E)-4-phenylbut-2-en-1-ol 
• 54966-42-6 ethyl 3-benzylacrylate 
• 122-78-1 phenylacetaldehyde 
• 161170-92-9 (2S,3R)-2-Hydroxymethyl-3-phenylmethyloxirane 

Downstream Products

• 245523-20-0 (2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-3-one 
• 191217-16-0 (2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-methylmorpholin-3-one 
• 191217-15-9 (2R)-N-[(2S,3S)-3-Azido-2-hydroxy-4-phenylbutyl]-N-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-bromopropionamide 
• 191217-13-7 (2S,3S)-N-[(1S)-2-(tert-Butyldiphenylsilyloxy)-1-methylethyl]-3-azido-4-phenyl-2-(triethylsilyloxy)butylamine 
• 191217-14-8 (R)-N-((2S,3S)-3-Azido-4-phenyl-2-triethylsilanyloxy-butyl)-2-bromo-N-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-propionamide 
• 245523-33-5 N-Triphenylmethyl (3S)-3-{(2S,6S)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-hydroxybutyramide 
• 245523-34-6 N-Triphenylmethyl (3S)-3-{(2S,6S)-6-[(1S)-1-azido-2-phenylethyl]-2-isopropylmorpholin-3-one-4-yl}-4-hydroxybutyramide 
• 245523-30-2 N-Triphenylmethyl (3S)-3-{(2S,6S)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-(tert-butyldiphenylsilyloxy)butyramide 
• 245523-27-7 N-Triphenylmethyl (3S)-3-{N'-[(2S,3S)-3-azido-2-hydroxy-4-phenylbutyl]-N'-[(1R)-1-bromoethylcarbonyl]amino}-4-(tert-butyldiphenylsilyloxy)butyramide 
• 245523-32-4 N-Triphenylmethyl (3S)-3-{(2S,6S)-6-[(1S)-1-azido-2-phenylethyl]-2-isopropylmorpholin-3-one-4-yl}-4-(tert-butyldiphenylsilyloxy)butyramide 
• 245523-29-9 N-Triphenylmethyl (3S)-3-{N'-[(2S,3S)-3-azido-2-hydroxy-4-phenylbutyl]-N'-[(1R)-1-bromo-2-methylpropylcarbonyl]amino}-4-(tert-butyldiphenylsilyloxy)butyramide 
• 245523-28-8 N-Triphenylmethyl (3S)-3-{N'-[(2S,3S)-3-azido-2-hydroxy-4-phenylbutyl]-N'-[(1R)-1-bromopropylcarbonyl]amino}-4-(tert-butyldiphenylsilyloxy)butyramide 
• 245523-25-5 N-Triphenylmethyl (3S)-3-[(2S,3S)-3-azido-4-phenyl-2-triethylsilyloxybutylamino]-4-(tert-butyldiphenylsilyloxy)butyramide 
• 245523-24-4 N-Triphenylmethyl (3S)-3-[(2S,3S)-3-azido-2-hydroxy-4-phenylbutylamino]-4-(tert-butyldiphenylsilyloxy)butyramide 

Relevant articles and documents

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An Expedient Approach to (2R,3S)-3-Azido-1,2-epoxy-4-phenylbutane: A key intermediate for HIV protease Inhibitors

A facile synthesis of the title product (1) starting from cis-butene-1,4-diol (2) has been described.The isomerised 3-butene-1,2-diol derivative 3 on Sharpless kinetic resolution with (+)-DIPT as a chiral auxiliary provided the enantiomerically pure epoxyalcohol (4).Successive opening of the epoxide (5) with PhMgBr, replacement of OH group with azide and derivatisation of the oxirane ring provided the requisite product 1.

A Concise, General Enantioselective Synthetic Route to 2(R)- and 2(S)-oxirane and Related Epoxides

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