[(S)-1-(2-Benzyloxycarbonylamino-acetyl)-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl]-acetic acid methyl ester

Base Information

• Chemical Name: [(S)-1-(2-Benzyloxycarbonylamino-acetyl)-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl]-acetic acid methyl ester
• CAS No.: 148145-26-0
• Molecular Formula: C₂₃H₃₁N₃O₈
• Molecular Weight: 477.514

Synonyms:[(S)-1-(2-Benzyloxycarbonylamino-acetyl)-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl]-acetic acid methyl ester

Chemical Property of [(S)-1-(2-Benzyloxycarbonylamino-acetyl)-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl]-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of [(S)-1-(2-Benzyloxycarbonylamino-acetyl)-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl]-acetic acid methyl ester

There total 6 articles about [(S)-1-(2-Benzyloxycarbonylamino-acetyl)-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl]-acetic acid methyl 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:

tert-Butyl chloroacetate (107-59-5) → [(S)-1-(2-Benzyloxycarbonylamino-acetyl)-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl]-acetic acid methyl ester (148145-26-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 51.9 percent / K₂CO₃ / dimethylformamide / 7 h / Ambient temperature

2: 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide hydrochloride / CH₂Cl₂ / 2 h / Ambient temperature

3: p-TsOH / toluene / 1.5 h / 70 °C

4: H₂ / 10percent Pd/C / methanol / 20 h / 760 Torr / Ambient temperature

5: 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 2 h / Ambient temperature

With hydrogen; potassium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm970235u

Reference yield:

N-(benzyloxycarbonyl)-L-aspartic acid 4-methyl ester (3160-47-2) → [(S)-1-(2-Benzyloxycarbonylamino-acetyl)-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl]-acetic acid methyl ester (148145-26-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide hydrochloride / CH₂Cl₂ / 2 h / Ambient temperature

2: p-TsOH / toluene / 1.5 h / 70 °C

3: H₂ / 10percent Pd/C / methanol / 20 h / 760 Torr / Ambient temperature

4: 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 2 h / Ambient temperature

With hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm970235u

Reference yield:

(2,2-dimethoxyethyl)aminoacetic acid tert-butyl ester (169157-66-8) → [(S)-1-(2-Benzyloxycarbonylamino-acetyl)-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl]-acetic acid methyl ester (148145-26-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide hydrochloride / CH₂Cl₂ / 2 h / Ambient temperature

2: p-TsOH / toluene / 1.5 h / 70 °C

3: H₂ / 10percent Pd/C / methanol / 20 h / 760 Torr / Ambient temperature

4: 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 2 h / Ambient temperature

With hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm970235u

upstream raw materials:

N-(Benzyloxycarbonyl)glycine

(S)-3-methoxycarbonylmethyl-2-oxopiperazine-1-acetic acid tert-butyl ester

tert-Butyl chloroacetate

N-(benzyloxycarbonyl)-L-aspartic acid 4-methyl ester

Downstream raw materials:

4-[(4'-amidinobenzoyl)glycyl]-3-[(methoxycarbonyl)methyl]-2-oxopiperazine-1-acetic acid

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