benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate

Base Information

• Chemical Name: benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate
• CAS No.: 865879-17-0
• Molecular Formula: C₂₅H₃₀N₂O₇
• Molecular Weight: 470.522
• Mol file: 865879-17-0.mol

Synonyms:benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate

Chemical Property of benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate

There total 3 articles about benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate 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: 97.0%

N-(tert-butoxycarbonyl)sarcosine (13734-36-6) + dibenzyl aminomalonate (31661-15-1) → benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate (865879-17-0)

Guidance literature:

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

dibenzyl aminomalonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1016/j.tet.2005.06.084

Reference yield:

malonic acid dibenzyl ester (15014-25-2) → benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate (865879-17-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 100 percent / NaNO₂; AcOH

2.1: 54 percent / Al(Hg)

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

3.2: 97 percent / dimethylformamide / 16 h / 20 °C

With aluminum amalgam; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; sodium nitrite; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.084

Reference yield:

dibenzyl 2-(hydroxyimino)malonate (51118-40-2) → benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate (865879-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 54 percent / Al(Hg)

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

2.2: 97 percent / dimethylformamide / 16 h / 20 °C

With aluminum amalgam; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.084

upstream raw materials:

N-(tert-butoxycarbonyl)sarcosine

dibenzyl aminomalonate

malonic acid dibenzyl ester

dibenzyl 2-(hydroxyimino)malonate

Downstream raw materials:

4-acetyl-3-carboxyl-1-methylpiperazine-2,5-dione

8a-benzyloxycarbonyl-2-methyl-1,4-dioxo-hexahydropyrrolo[1,2-a]pyrazine

9a-benzyloxycarbonyl-2-methyl-1,4-dioxo-octahydropyrido[1,2-a]pyrazine

sarcosine anhydride