(3R,4S)-S-3-(benzyloxycarbonylamino)-4-methylhexyl ethanethioate

Base Information

• Chemical Name: (3R,4S)-S-3-(benzyloxycarbonylamino)-4-methylhexyl ethanethioate
• CAS No.: 1616868-56-4
• Molecular Formula: C₁₇H₂₅NO₃S
• Molecular Weight: 323.456
• Mol file: 1616868-56-4.mol

Synonyms:(3R,4S)-S-3-(benzyloxycarbonylamino)-4-methylhexyl ethanethioate

Chemical Property of (3R,4S)-S-3-(benzyloxycarbonylamino)-4-methylhexyl ethanethioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4S)-S-3-(benzyloxycarbonylamino)-4-methylhexyl ethanethioate

There total 10 articles about (3R,4S)-S-3-(benzyloxycarbonylamino)-4-methylhexyl ethanethioate 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: 57.0%

(3R,4S)-3-(benzyloxycarbonylamino)-4-methylhexyl methanesulfonate (1616868-46-2) + tiolacetic acid (507-09-5) → (3R,4S)-S-3-(benzyloxycarbonylamino)-4-methylhexyl ethanethioate (1616868-56-4)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tet.2014.05.098

Reference yield:

C18H25NO6 → (3R,4S)-S-3-(benzyloxycarbonylamino)-4-methylhexyl ethanethioate (1616868-56-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / methanol / 0.33 h / 0 °C

2: triethylamine / dichloromethane / 0 - 20 °C

3: caesium carbonate / N,N-dimethyl-formamide / 20 °C

With sodium tetrahydroborate; caesium carbonate; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2014.05.098

Reference yield:

C15H23NO3 → (3R,4S)-S-3-(benzyloxycarbonylamino)-4-methylhexyl ethanethioate (1616868-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: caesium carbonate / N,N-dimethyl-formamide / 20 °C

With caesium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2014.05.098

upstream raw materials:

N-benzyloxycarbonylamino-D-alloisoleucine

benzyl (S)-(1-diazo-4-methyl-2-oxohexan-2-yl)carbamate

(3R,4S)-4-methyl-3-({[(phenylmethyl)oxy]carbonyl}amino)hexanoic acid

(3R,4S)-3-(benzyloxycarbonylamino)-4-methylhexyl methanesulfonate

Downstream raw materials:

(3R,4S)-3-benzyloxycarbonylamino-4-methylhexane-1-sulfonic acid