Methyl 2-(N-(tert-butoxycarbonyl)-4-MethylphenylsulfonaMido)acrylate

Base Information

• Chemical Name: Methyl 2-(N-(tert-butoxycarbonyl)-4-MethylphenylsulfonaMido)acrylate
• CAS No.: 219851-87-3
• Molecular Formula: C16H21NO6S
• Molecular Weight: 355.40600
• Mol file: 219851-87-3.mol

Synonyms:N-(4-toluenesulfonyl)-N-(tert-butoxycarbonyl)dehydroalanine methyl ester;N-(4-toluenesulfonyl)-N-(tert-butoxycarbonyl)-α,β-didehydroalanine methylester;methyl N-tert-butoxycarbonyl,N-(4-toluenesulfonyl) dehydroalaninate;N-(4-toluenesulfonyl)-N-(tert-butoxycarbonyl)-dehydroalanine methyl ester;Tos-ΔAla(N-Boc)-OMe;

Chemical Property of Methyl 2-(N-(tert-butoxycarbonyl)-4-MethylphenylsulfonaMido)acrylate

Chemical Property:

• PSA: 98.36000
• LogP: 3.68830

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)acrylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 2-(N-(tert-butoxycarbonyl)-4-MethylphenylsulfonaMido)acrylate

There total 4 articles about Methyl 2-(N-(tert-butoxycarbonyl)-4-MethylphenylsulfonaMido)acrylate 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: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl (2S)-3-hydroxy-2-{[(4-methylphenyl)sulfonyl]amino}propanoate (17136-46-8) → N-(4-toluenesulfonyl)-N-(tert-butoxycarbonyl)-α,β-didehydroalanine methylester (219851-87-3)

Guidance literature:

With dmap; In acetonitrile; for 12h; Ambient temperature;

DOI:10.1016/S0040-4039(98)02164-9

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + N-tosyl DL-serine methyl ester (253786-63-9) → N-(4-toluenesulfonyl)-N-(tert-butoxycarbonyl)-α,β-didehydroalanine methylester (219851-87-3)

Guidance literature:

With dmap; In acetonitrile; at 20 ℃;

DOI:10.1021/jm400947b

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N-(4-toluenesulfonyl)-N-(tert-butoxycarbonyl)-α,β-didehydroalanine methylester (219851-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 3.5 h / 0 - 20 °C

2: 99 percent / DMAP / acetonitrile / 12 h / 20 °C

With dmap; triethylamine; In dichloromethane; acetonitrile; 1: Tosylation / 2: Dehydration;

DOI:10.1039/a904730a

upstream raw materials:

di-tert-butyl dicarbonate

methyl (2S)-3-hydroxy-2-{[(4-methylphenyl)sulfonyl]amino}propanoate

p-toluenesulfonyl chloride

N-tosyl DL-serine methyl ester

Downstream raw materials:

(E)-Boc-ΔSer(p-tolylsulfinyl)-OMe

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