(S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide

Base Information

• Chemical Name: (S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide
• CAS No.: 180060-98-4
• Molecular Formula: C₁₈H₂₀N₂O₄
• Molecular Weight: 328.368
• Mol file: 180060-98-4.mol

Synonyms:(S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide

Chemical Property of (S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide

Chemical Property:

• Melting Point: 139-141 °C
• Boiling Point: 616.0±55.0 °C(Predicted)
• Density: 1.238±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide

There total 5 articles about (S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide 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%

N-(benzyloxycarbonyl)-L-serine (1145-80-8) + benzylamine (100-46-9) → (S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide (180060-98-4)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; Inert atmosphere;

DOI:10.1021/jo9016138

Reference yield: 60.0%

((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester (26054-60-4) + benzylamine (100-46-9) → (S)-3-Benzylamino-2-benzyloxycarbonylamino-propionic acid (160885-24-5) + (S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide (180060-98-4)

Guidance literature:

In acetonitrile; at 20 ℃; for 12h;

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

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-hydroxypropionamide (180060-98-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / water / 24.75 h / 0 - 20 °C / Inert atmosphere

1.2: pH 1

2.1: 4-methyl-morpholine / tetrahydrofuran / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

3.1: tetrahydrofuran / 1.5 h / -78 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; sodium hydrogencarbonate; In tetrahydrofuran; water;

DOI:10.1021/jm2004305

upstream raw materials:

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

benzylamine

N-(benzyloxycarbonyl)-L-serine

benzyl chloroformate

Downstream raw materials:

N-Benzyl-L-serinamide

(S)-N-benzyl-2-amino-3-methoxypropionamide

(S)-N-benzyl-2-N-(benzyloxycarbonyl)amino-3-methoxypropionamide