methyl (S)-2-[(N-benzyl)-(N-t-butoxycarbonyl)amino]propanoate

Base Information

• Chemical Name: methyl (S)-2-[(N-benzyl)-(N-t-butoxycarbonyl)amino]propanoate
• CAS No.: 209266-07-9
• Molecular Formula: C₁₆H₂₃NO₄
• Molecular Weight: 293.363
• Mol file: 209266-07-9.mol

Synonyms:methyl (S)-2-[(N-benzyl)-(N-t-butoxycarbonyl)amino]propanoate

Chemical Property of methyl (S)-2-[(N-benzyl)-(N-t-butoxycarbonyl)amino]propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl (S)-2-[(N-benzyl)-(N-t-butoxycarbonyl)amino]propanoate

There total 4 articles about methyl (S)-2-[(N-benzyl)-(N-t-butoxycarbonyl)amino]propanoate 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: 60.0%

di-tert-butyl dicarbonate (24424-99-5) + N-benzyl-L-alanine methyl ester (31022-10-3) → methyl (S)-2-[(N-benzyl)-(N-t-butoxycarbonyl)amino]propanoate (209266-07-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo302018a

Reference yield:

benzaldehyde (100-52-7) → methyl (S)-2-[(N-benzyl)-(N-t-butoxycarbonyl)amino]propanoate (209266-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) Et₃N, 2) NaBH₄ / 1) MeOH, room temperature, 2 h, 2) MeOH, 30 min

2: diethyl ether / Ambient temperature

With sodium tetrahydroborate; triethylamine; In diethyl ether;

DOI:10.1016/S0040-4020(98)00299-3

Reference yield:

benzaldehyde (100-52-7) → methyl (S)-2-[(N-benzyl)-(N-t-butoxycarbonyl)amino]propanoate (209266-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / methanol / 1.5 h / 20 °C / Inert atmosphere

1.2: 2 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 24 h / 20 °C / Inert atmosphere

With triethylamine; In methanol; dichloromethane;

DOI:10.1021/jo302018a

upstream raw materials:

di-tert-butyl dicarbonate

N-benzyl-L-alanine methyl ester

benzaldehyde

benzyl bromide

Downstream raw materials:

tert-butyl (N)-benzyl(1-oxopropan-2-yl)carbamate

tert-butyl (S)-benzyl(2-hydroxy-1-methylethyl)carbamate

Benzyl-((S)-2-hydroxy-1-methyl-but-3-enyl)-carbamic acid tert-butyl ester

(Z)-(4S,8S)-8-Benzylamino-non-6-en-4-ol