methyl (2R)-2-[benzyl(tert-butoxycarbonyl)amino]-3-hydroxypropanoate

Base Information

• Chemical Name: methyl (2R)-2-[benzyl(tert-butoxycarbonyl)amino]-3-hydroxypropanoate
• CAS No.: 887128-07-6
• Molecular Formula: C₁₆H₂₃NO₅
• Molecular Weight: 309.362
• Mol file: 887128-07-6.mol

Synonyms:methyl (2R)-2-[benzyl(tert-butoxycarbonyl)amino]-3-hydroxypropanoate

Chemical Property of methyl (2R)-2-[benzyl(tert-butoxycarbonyl)amino]-3-hydroxypropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R)-2-[benzyl(tert-butoxycarbonyl)amino]-3-hydroxypropanoate

There total 2 articles about methyl (2R)-2-[benzyl(tert-butoxycarbonyl)amino]-3-hydroxypropanoate 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: 76.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl (2R)-2-(benzylamino)-3-hydroxypropanoate (123639-56-5,131110-76-4,144001-42-3) → methyl (2R)-2-[benzyl(tert-butoxycarbonyl)amino]-3-hydroxypropanoate (887128-07-6)

Guidance literature:

With triethylamine; In tetrahydrofuran;

DOI:10.1515/HC.2005.11.3-4.343

Reference yield:

benzaldehyde (100-52-7) → methyl (2R)-2-[benzyl(tert-butoxycarbonyl)amino]-3-hydroxypropanoate (887128-07-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Et₃N

1.2: 79 percent / NaBH₄

2.1: 76 percent / Et₃N / tetrahydrofuran

With triethylamine; In tetrahydrofuran;

DOI:10.1515/HC.2005.11.3-4.343

Reference yield: 80.0%

methyl (2R)-2-[benzyl(tert-butoxycarbonyl)amino]-3-hydroxypropanoate (887128-07-6) + tert-butyldimethylsilyl chloride (18162-48-6) → methyl (2R)-2-[benzyl(tert-butoxycarbonyl)amino]-3-(tert-butyldimethylsilyloxy)propanoate (887128-08-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1515/HC.2005.11.3-4.343

upstream raw materials:

di-tert-butyl dicarbonate

methyl (2R)-2-(benzylamino)-3-hydroxypropanoate

benzaldehyde

Downstream raw materials:

methyl (2R)-2-[benzyl(tert-butoxycarbonyl)amino]-3-(tert-butyldimethylsilyloxy)propanoate

((2S,3S)-1-Benzyl-2-hydroxymethyl-octahydro-indol-3-yl)-acetic acid ethyl ester

tert-butyl N-benzyl-N-[(1S)-1-[(tert-butyldimethylsilyloxy)methyl]-2-hydroxyethyl]carbamate

((2S,3R)-1-Benzyl-2-hydroxymethyl-3a-nitro-octahydro-indol-3-yl)-acetic acid ethyl ester