4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-3-carbamoyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: 4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-3-carbamoyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester
• CAS No.: 1026255-11-7
• Molecular Formula: C₃₈H₄₂N₆O₇
• Molecular Weight: 694.787
• Mol file: 1026255-11-7.mol

Synonyms:4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-3-carbamoyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester

Chemical Property of 4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-3-carbamoyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-3-carbamoyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester

There total 1 articles about 4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-3-carbamoyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl 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: 98.0%

(R)-2-((S)-2-Amino-4-methyl-pentanoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid amide; compound with trifluoro-acetic acid + Z-His(imZ)-OH (35016-67-2) → 4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-3-carbamoyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester (1026255-11-7)

Guidance literature:

With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1016/S0223-5234(99)80063-4

Reference yield:

4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-3-carbamoyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester (1026255-11-7) → H-D-Phe-Gln-Trp-Ala-Val-Gly-His-Leu-D-Tic-NH2

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / H₂, 11 N HCl / 10percent Pd/C / dimethylformamide; ethanol / 2 h / Ambient temperature

2: 50 percent / BOP, N-methylmorpholine / dimethylformamide / 2 h / Ambient temperature

3: 98 percent / 2-methylindole, CF₃COOH / Ambient temperature

With 4-methyl-morpholine; 2-methyl-1H-indole; hydrogenchloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(99)80063-4

Reference yield:

4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-3-carbamoyl-3,4-dihydro-1H-isoquinoline-2-carbonyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester (1026255-11-7) → Boc-D-Phe-Gln-Trp-Ala-Val-Gly-His-Leu-D-Tic-NH2 (200949-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / H₂, 11 N HCl / 10percent Pd/C / dimethylformamide; ethanol / 2 h / Ambient temperature

2: 50 percent / BOP, N-methylmorpholine / dimethylformamide / 2 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(99)80063-4

upstream raw materials:

Z-His(imZ)-OH

Downstream raw materials:

Boc-D-Phe-Gln-Trp-Ala-Val-Gly-His-Leu-D-Tic-NH₂