(2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-(cyclohexylsulfonyl)-2-hydroxy-5-methylhexane

Base Information

• Chemical Name: (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-(cyclohexylsulfonyl)-2-hydroxy-5-methylhexane
• CAS No.: 109996-69-2
• Molecular Formula: C₁₈H₃₅NO₅S
• Molecular Weight: 377.546

Synonyms:(2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-(cyclohexylsulfonyl)-2-hydroxy-5-methylhexane

Chemical Property of (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-(cyclohexylsulfonyl)-2-hydroxy-5-methylhexane

Chemical Property:

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Technology Process of (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-(cyclohexylsulfonyl)-2-hydroxy-5-methylhexane

There total 3 articles about (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-(cyclohexylsulfonyl)-2-hydroxy-5-methylhexane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 67.0%

(2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-(cyclohexylthio)-2-hydroxy-5-methylhexane (109996-53-4) → (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-(cyclohexylsulfonyl)-2-hydroxy-5-methylhexane (109996-69-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/jm00392a015

Reference yield:

Cyclohexanethiol (1569-69-3) → (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-(cyclohexylsulfonyl)-2-hydroxy-5-methylhexane (109996-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / Et₃N / methanol / 2 h / Heating

2: 67 percent / 3-chloroperoxybenzoic acid (MCPBA) / CH₂Cl₂

With triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;

DOI:10.1021/jm00392a015

Reference yield:

(2R)-2-[(1S)-1-[N-(tert-butyloxycarbonyl)amino]-3-methylbutyl]oxirane (107202-51-7) → (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-(cyclohexylsulfonyl)-2-hydroxy-5-methylhexane (109996-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / Et₃N / methanol / 2 h / Heating

2: 67 percent / 3-chloroperoxybenzoic acid (MCPBA) / CH₂Cl₂

With triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;

DOI:10.1021/jm00392a015

upstream raw materials:

(2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-(cyclohexylthio)-2-hydroxy-5-methylhexane

Cyclohexanethiol

(2R)-2-[(1S)-1-[N-(tert-butyloxycarbonyl)amino]-3-methylbutyl]oxirane

Downstream raw materials:

{(S)-1-[(S)-1-[(S)-1-((R)-2-Cyclohexanesulfonyl-1-hydroxy-ethyl)-3-methyl-butylcarbamoyl]-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

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