tert-butyl[(1S,2S)-1-benzyl-3-ethoxy-2-hydroxypropyl]carbamate

Base Information

• Chemical Name: tert-butyl[(1S,2S)-1-benzyl-3-ethoxy-2-hydroxypropyl]carbamate
• CAS No.: 860312-75-0
• Molecular Formula: C₁₇H₂₇NO₄
• Molecular Weight: 309.406
• Mol file: 860312-75-0.mol

Synonyms:tert-butyl[(1S,2S)-1-benzyl-3-ethoxy-2-hydroxypropyl]carbamate

Chemical Property of tert-butyl[(1S,2S)-1-benzyl-3-ethoxy-2-hydroxypropyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl[(1S,2S)-1-benzyl-3-ethoxy-2-hydroxypropyl]carbamate

There total 4 articles about tert-butyl[(1S,2S)-1-benzyl-3-ethoxy-2-hydroxypropyl]carbamate 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:

ethanol (64-17-5) + 1(R,S)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>oxirane (220871-52-3) → tert-butyl[(1S,2S)-1-benzyl-3-ethoxy-2-hydroxypropyl]carbamate (860312-75-0)

Guidance literature:

With sodium hydride; at 0 - 20 ℃;

Reference yield:

methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester (437713-03-6) → tert-butyl[(1S,2S)-1-benzyl-3-ethoxy-2-hydroxypropyl]carbamate (860312-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium fluoride; acetic acid / methanol / 11 h / 20 °C / Large scale

2: potassium hydroxide

With ammonium fluoride; acetic acid; potassium hydroxide; In methanol;

DOI:10.1021/op025504r

Reference yield:

(2S,3S)-3-(t-butoxycarbonylamino)-4-phenylbutane-1,2-diol (149451-80-9) → tert-butyl[(1S,2S)-1-benzyl-3-ethoxy-2-hydroxypropyl]carbamate (860312-75-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap; triethylamine / toluene / 3 h / 50 °C / Large scale

1.2: 3 h / 0 - 5 °C / Large scale

2.1: ammonium fluoride; acetic acid / methanol / 11 h / 20 °C / Large scale

3.1: potassium hydroxide

With dmap; ammonium fluoride; acetic acid; triethylamine; potassium hydroxide; In methanol; toluene;

DOI:10.1021/op025504r

upstream raw materials:

ethanol

1(R,S)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>oxirane

(2S,3S)-3-(t-butoxycarbonylamino)-4-phenylbutane-1,2-diol

methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

Downstream raw materials:

(1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-(ethoxymethyl)-3-phenylpropyl methanesulfonate