(S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate

Base Information

• Chemical Name: (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate
• CAS No.: 19647-68-8
• Molecular Formula: C12H16N2O4
• Molecular Weight: 252.26644
• Hs Code.: 2924299090
• Mol file: 19647-68-8.mol

Synonyms:(S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate

Chemical Property of (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate

Chemical Property:

• PSA: 87.66000
• LogP: 0.80150
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

(S)-Benzyl3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate

There total 6 articles about (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate 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: 80.0%

((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester (26054-60-4) + methylamine (74-89-5) → (S)-2-benzyloxycarbonylamino-3-hydroxy-N-methylpropionamide (19647-68-8)

Guidance literature:

With diethylaluminium chloride; In hexane; dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0040-4039(00)78354-7

Reference yield: 79.0%

N-(benzyloxycarbonyl)-L-serine (1145-80-8) + methylammonium hydrochloride → (S)-2-benzyloxycarbonylamino-3-hydroxy-N-methylpropionamide (19647-68-8)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; Enzymatic reaction;

DOI:10.1021/acs.joc.8b00061

Reference yield:

N-(benzyloxycarbonyl)-L-serine (1145-80-8) → (S)-2-benzyloxycarbonylamino-3-hydroxy-N-methylpropionamide (19647-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / dimethylformamide / 16 h / Ambient temperature

2: ethanol / 16 h / Ambient temperature

With sodium hydrogencarbonate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.1160

upstream raw materials:

L-serin

benzyl chloroformate

methylamine

((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester

Downstream raw materials:

(R)-2-benzyloxycarbonylamino-3-methylamino-1-propanol

(R)-2-benzyloxycarbonylamino-3--amino-1-propanol

ethyl (R)-N-(2-benzyloxycarbonylamino-3-hydroxy)propyl-N-methylaminoacetate

(R)-2-benzyloxycarbonylamino-3-[N-(tert-butoxycarbonyl)-N-methyl]amino-1-methanesulfonyloxypropane