ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate

Base Information

• Chemical Name: ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate
• CAS No.: 865879-16-9
• Molecular Formula: C₁₉H₂₆N₂O₇
• Molecular Weight: 394.425
• Mol file: 865879-16-9.mol

Synonyms:ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate

Chemical Property of ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate

There total 4 articles about ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate 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: 81.0%

N-(Benzyloxycarbonyl)sarcosine (39608-31-6) + diethyl 2-(methylamino)propanedioate (36295-63-3) → ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate (865879-16-9)

Guidance literature:

N-(Benzyloxycarbonyl)sarcosine; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 ℃; for 2h;

diethyl 2-(methylamino)propanedioate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1016/j.tet.2005.06.084

Reference yield:

diethyl 2-(benzyl(methyl)amino)propanedioate (1032-02-6) → ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate (865879-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / H₂ / Pd/C

2.1: DCC; HOBt / dimethylformamide / 2 h / 0 °C

2.2: 81 percent / dimethylformamide / 16 h / 20 °C

With hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.084

Reference yield:

Diethyl 2-bromomalonate (685-87-0) → ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate (865879-16-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 89 percent / CHCl₃ / Heating

2.1: 95 percent / H₂ / Pd/C

3.1: DCC; HOBt / dimethylformamide / 2 h / 0 °C

3.2: 81 percent / dimethylformamide / 16 h / 20 °C

With hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.084

upstream raw materials:

N-(Benzyloxycarbonyl)sarcosine

diethyl 2-(methylamino)propanedioate

diethyl 2-(benzyl(methyl)amino)propanedioate

Diethyl 2-bromomalonate

Downstream raw materials:

sarcosine anhydride

1,4-dimethyl-3-methylenepiperazine-2,5-dione

3-methoxy-1,3,4-trimethylpiperazine-2,5-dione

3-allyl-1,4-dimethylpiperazine-2,5-dione