tert-butyl [(1S,2S)-1-benzyl-2-hydroxy-3-methoxypropyl]carbamate

Base Information

• Chemical Name: tert-butyl [(1S,2S)-1-benzyl-2-hydroxy-3-methoxypropyl]carbamate
• CAS No.: 946420-60-6
• Molecular Formula: C₁₆H₂₅NO₄
• Molecular Weight: 295.379
• Mol file: 946420-60-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about tert-butyl [(1S,2S)-1-benzyl-2-hydroxy-3-methoxypropyl]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:

methanol (67-56-1) + (1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester (98760-08-8,98818-34-9,98818-35-0,103127-56-6,98737-29-2) → tert-butyl [(1S,2S)-1-benzyl-2-hydroxy-3-methoxypropyl]carbamate (946420-60-6)

Guidance literature:

methanol; With sodium hydride; at 0 - 20 ℃; for 1h;

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester; at 0 - 20 ℃; for 16h; Further stages.;

DOI:10.1021/jm070272d

Reference yield: 87.0%

tert-butyl [(1S,2S)-1-benzyl-2-hydroxy-3-methoxypropyl]carbamate (946420-60-6) → tert-butyl [(1S,2R)-2-azido-1-benzyl-3-methoxypropyl]carbamate (946420-61-7)

Guidance literature:

With hydrogen azide; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 3h;

DOI:10.1021/jm070272d

Reference yield:

tert-butyl [(1S,2S)-1-benzyl-2-hydroxy-3-methoxypropyl]carbamate (946420-60-6) → N-[(1S,2R)-2-amino-1-benzyl-3-methoxypropyl]-2-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)-6-[methyl(methylsulfonyl)amino]isonicotinamide monohydrochloride

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / hydrazoic acid; triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran; diethyl ether / 3 h / 0 - 20 °C

2: 85 percent / HCl / ethyl acetate / 1 h / 0 - 20 °C

3: 79 percent / HOAt; DIEA; EDC-HCl / CH₂Cl₂ / 16 h

4: 38 percent / H₂ / Pd/C / methanol / 2 h / 20 °C

With hydrogenchloride; hydrogen azide; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate;

DOI:10.1021/jm070272d

upstream raw materials:

methanol

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

Downstream raw materials:

tert-butyl [(1S,2R)-2-azido-1-benzyl-3-methoxypropyl]carbamate

N-[(1S,2R)-2-azido-1-benzyl-3-methoxypropyl]-2-(methyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)-6-[methyl(methylsulfonyl)amino]isonicotinamide