(2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-<(4-bromophenyl)thio>-2-hydroxy-5-methylhexane

Base Information

• Chemical Name: (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-<(4-bromophenyl)thio>-2-hydroxy-5-methylhexane
• CAS No.: 110013-96-2
• Molecular Formula: C₁₈H₂₈BrNO₃S
• Molecular Weight: 418.395
• Mol file: 110013-96-2.mol

Synonyms:(2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-<(4-bromophenyl)thio>-2-hydroxy-5-methylhexane

Chemical Property of (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-<(4-bromophenyl)thio>-2-hydroxy-5-methylhexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-<(4-bromophenyl)thio>-2-hydroxy-5-methylhexane

There total 1 articles about (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-<(4-bromophenyl)thio>-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: 71.0%

para-bromobenzenethiol (106-53-6) + (2R)-2-[(1S)-1-[N-(tert-butyloxycarbonyl)amino]-3-methylbutyl]oxirane (107202-51-7) → (2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-<(4-bromophenyl)thio>-2-hydroxy-5-methylhexane (110013-96-2)

Guidance literature:

With triethylamine; In methanol; for 2h; Heating;

DOI:10.1021/jm00392a015

Reference yield:

(2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-<(4-bromophenyl)thio>-2-hydroxy-5-methylhexane (110013-96-2) → (2R,3S)-3-Amino-1-(4-bromo-phenylsulfanyl)-5-methyl-hexan-2-ol; hydrochloride (103127-40-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 1h;

DOI:10.1021/jm00392a015

Reference yield:

(2R,3S)-3-<(tert-butyloxycarbonyl)amino>-1-<(4-bromophenyl)thio>-2-hydroxy-5-methylhexane (110013-96-2) → [(S)-1-((S)-1-{(S)-1-[(R)-2-(4-Bromo-phenylsulfanyl)-1-hydroxy-ethyl]-3-methyl-butylcarbamoyl}-ethylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (103127-39-5,110044-01-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / dioxane / 1 h

2: N-methylmorpholine / tetrahydrofuran / 2 h / -12 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jm00392a015

upstream raw materials:

para-bromobenzenethiol

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

Downstream raw materials:

(2R,3S)-3-Amino-1-(4-bromo-phenylsulfanyl)-5-methyl-hexan-2-ol; hydrochloride

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