3-(2-{4-[3-(1H-benzoimidazol-2-ylamino)-propyl]-2,5-dioxo-imidazolidin-1-yl}-acetylamino)-2-benzyloxycarbonylamino-propionic acid tert-butyl ester

Base Information

• Chemical Name: 3-(2-{4-[3-(1H-benzoimidazol-2-ylamino)-propyl]-2,5-dioxo-imidazolidin-1-yl}-acetylamino)-2-benzyloxycarbonylamino-propionic acid tert-butyl ester
• CAS No.: 197358-32-0
• Molecular Formula: C₃₀H₃₇N₇O₇
• Molecular Weight: 607.666

Synonyms:

Chemical Property of 3-(2-{4-[3-(1H-benzoimidazol-2-ylamino)-propyl]-2,5-dioxo-imidazolidin-1-yl}-acetylamino)-2-benzyloxycarbonylamino-propionic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-{4-[3-(1H-benzoimidazol-2-ylamino)-propyl]-2,5-dioxo-imidazolidin-1-yl}-acetylamino)-2-benzyloxycarbonylamino-propionic acid tert-butyl ester

There total 8 articles about 3-(2-{4-[3-(1H-benzoimidazol-2-ylamino)-propyl]-2,5-dioxo-imidazolidin-1-yl}-acetylamino)-2-benzyloxycarbonylamino-propionic acid tert-butyl 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:

N-carboxybenzyl-L-ornithine (3304-51-6,118578-06-6) → 3-(2-{4-[3-(1H-benzoimidazol-2-ylamino)-propyl]-2,5-dioxo-imidazolidin-1-yl}-acetylamino)-2-benzyloxycarbonylamino-propionic acid tert-butyl ester (197358-32-0)

Guidance literature:

Multi-step reaction with 7 steps

1: SOCl₂

2: Et₃N

3: aq. HCl

4: Et₃N / dimethylformamide

5: H₂; NH₃ / Pd/C / methanol

6: HgO; S

7: HOBt; DCCl / dimethylformamide

With hydrogenchloride; thionyl chloride; ammonia; hydrogen; benzotriazol-1-ol; sulfur; triethylamine; dicyclohexyl-carbodiimide; mercury(II) oxide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; 1: Methylation / 2: Condensation / 3: Cyclization / 4: Condensation / 5: Reduction / 6: Cyclization / 7: Condensation;

DOI:10.1016/S0960-894X(99)00661-7

Reference yield:

Methyl N-δ-benzyloxycarbonyl-L-ornithinate (62631-17-8) → 3-(2-{4-[3-(1H-benzoimidazol-2-ylamino)-propyl]-2,5-dioxo-imidazolidin-1-yl}-acetylamino)-2-benzyloxycarbonylamino-propionic acid tert-butyl ester (197358-32-0)

Guidance literature:

Multi-step reaction with 6 steps

1: Et₃N

2: aq. HCl

3: Et₃N / dimethylformamide

4: H₂; NH₃ / Pd/C / methanol

5: HgO; S

6: HOBt; DCCl / dimethylformamide

With hydrogenchloride; ammonia; hydrogen; benzotriazol-1-ol; sulfur; triethylamine; dicyclohexyl-carbodiimide; mercury(II) oxide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; 1: Condensation / 2: Cyclization / 3: Condensation / 4: Reduction / 5: Cyclization / 6: Condensation;

DOI:10.1016/S0960-894X(99)00661-7

Reference yield:

o-nitrophenylisothiocyanate (2719-30-4) → 3-(2-{4-[3-(1H-benzoimidazol-2-ylamino)-propyl]-2,5-dioxo-imidazolidin-1-yl}-acetylamino)-2-benzyloxycarbonylamino-propionic acid tert-butyl ester (197358-32-0)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / dimethylformamide

2: H₂; NH₃ / Pd/C / methanol

3: HgO; S

4: HOBt; DCCl / dimethylformamide

With ammonia; hydrogen; benzotriazol-1-ol; sulfur; triethylamine; dicyclohexyl-carbodiimide; mercury(II) oxide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; 1: Condensation / 2: Reduction / 3: Cyclization / 4: Condensation;

DOI:10.1016/S0960-894X(99)00661-7

upstream raw materials:

tert-butyl 2-N-carbobenzoxy-(S)-2,3-diaminopropionate

{4-[3-(1H-benzoimidazol-2-ylamino)-propyl]-2,5-dioxo-imidazolidin-1-yl}-acetic acid

N-carboxybenzyl-L-ornithine

Methyl N-δ-benzyloxycarbonyl-L-ornithinate

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