[2-(2-tert-Butoxycarbonylamino-acetylamino)-acetylamino]-acetic acid 4-benzyloxycarbonylamino-phenyl ester

Base Information

• Chemical Name: [2-(2-tert-Butoxycarbonylamino-acetylamino)-acetylamino]-acetic acid 4-benzyloxycarbonylamino-phenyl ester
• CAS No.: 174359-52-5
• Molecular Formula: C₂₅H₃₀N₄O₈
• Molecular Weight: 514.535
• Mol file: 174359-52-5.mol

Synonyms:[2-(2-tert-Butoxycarbonylamino-acetylamino)-acetylamino]-acetic acid 4-benzyloxycarbonylamino-phenyl ester

Chemical Property of [2-(2-tert-Butoxycarbonylamino-acetylamino)-acetylamino]-acetic acid 4-benzyloxycarbonylamino-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(2-tert-Butoxycarbonylamino-acetylamino)-acetylamino]-acetic acid 4-benzyloxycarbonylamino-phenyl ester

There total 5 articles about [2-(2-tert-Butoxycarbonylamino-acetylamino)-acetylamino]-acetic acid 4-benzyloxycarbonylamino-phenyl ester 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: 75.0%

((N-(tert-butoxycarbonyl)glycyl)glycyl)glycine (28320-73-2) + 4-(N-Benzyloxycarbonylamino)phenol (7107-59-7) → [2-(2-tert-Butoxycarbonylamino-acetylamino)-acetylamino]-acetic acid 4-benzyloxycarbonylamino-phenyl ester (174359-52-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 1h;

DOI:10.1248/cpb.43.2082

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → [2-(2-tert-Butoxycarbonylamino-acetylamino)-acetylamino]-acetic acid 4-benzyloxycarbonylamino-phenyl ester (174359-52-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 74 percent / TsOH*H₂O / benzene / 0.5 h / 60 °C

2: H₂ / 10percent Pd/C / ethanol / 20 h / Ambient temperature

3: CHCl₃ / 2 h / Ambient temperature

4: 97 percent / TsOH*H₂O / methanol / 1 h / Heating

5: 75 percent / DMAP, DCC / CH₂Cl₂; dimethylformamide / 1 h / 0 °C

With dmap; hydrogen; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; benzene;

DOI:10.1248/cpb.43.2082

Reference yield:

2-(4-nitrophenoxy)tetrahydropyran (20443-91-8) → [2-(2-tert-Butoxycarbonylamino-acetylamino)-acetylamino]-acetic acid 4-benzyloxycarbonylamino-phenyl ester (174359-52-5)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 10percent Pd/C / ethanol / 20 h / Ambient temperature

2: CHCl₃ / 2 h / Ambient temperature

3: 97 percent / TsOH*H₂O / methanol / 1 h / Heating

4: 75 percent / DMAP, DCC / CH₂Cl₂; dimethylformamide / 1 h / 0 °C

With dmap; hydrogen; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1248/cpb.43.2082

upstream raw materials:

((N-(tert-butoxycarbonyl)glycyl)glycyl)glycine

4-(N-Benzyloxycarbonylamino)phenol

4-nitro-phenol

2-(4-nitrophenoxy)tetrahydropyran

Downstream raw materials:

C₃₄H₃₈N₆O₁₀

[2-(2-tert-Butoxycarbonylamino-acetylamino)-acetylamino]-acetic acid 4-amino-phenyl ester