N-((3S,6S,10S,16S,19S,23S)-3,16-Dibenzyl-2,5,9,15,18,22-hexaoxo-19-phenylacetylamino-8,21-dithia-1,4,14,17-tetraaza-tricyclo[21.3.0.0^10,14]hexacos-6-yl)-2-phenyl-acetamide

Base Information

• Chemical Name: N-((3S,6S,10S,16S,19S,23S)-3,16-Dibenzyl-2,5,9,15,18,22-hexaoxo-19-phenylacetylamino-8,21-dithia-1,4,14,17-tetraaza-tricyclo[21.3.0.0^10,14]hexacos-6-yl)-2-phenyl-acetamide
• CAS No.: 100665-28-9
• Molecular Formula: C₅₀H₅₄N₆O₈S₂
• Molecular Weight: 931.146

Synonyms:

Chemical Property of N-((3S,6S,10S,16S,19S,23S)-3,16-Dibenzyl-2,5,9,15,18,22-hexaoxo-19-phenylacetylamino-8,21-dithia-1,4,14,17-tetraaza-tricyclo[21.3.0.0^10,14]hexacos-6-yl)-2-phenyl-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((3S,6S,10S,16S,19S,23S)-3,16-Dibenzyl-2,5,9,15,18,22-hexaoxo-19-phenylacetylamino-8,21-dithia-1,4,14,17-tetraaza-tricyclo[21.3.0.0^10,14]hexacos-6-yl)-2-phenyl-acetamide

There total 4 articles about N-((3S,6S,10S,16S,19S,23S)-3,16-Dibenzyl-2,5,9,15,18,22-hexaoxo-19-phenylacetylamino-8,21-dithia-1,4,14,17-tetraaza-tricyclo[21.3.0.0^10,14]hexacos-6-yl)-2-phenyl-acetamide 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: 35.0%

(S)-1-[(S)-2-((S)-3-tert-Butyldisulfanyl-2-phenylacetylamino-propionylamino)-3-phenyl-propionyl]-pyrrolidine-2-carboxylic acid 4-nitro-phenyl ester (100665-25-6) → N-((3S,6S,10S,16S,19S,23S)-3,16-Dibenzyl-2,5,9,15,18,22-hexaoxo-19-phenylacetylamino-8,21-dithia-1,4,14,17-tetraaza-tricyclo[21.3.0.010,14]hexacos-6-yl)-2-phenyl-acetamide (100665-28-9)

Guidance literature:

With tributylphosphine; sodium hydrogencarbonate; In propan-1-ol; water; for 10h; Ambient temperature;

DOI:10.1016/S0040-4039(00)98242-X

Reference yield:

L-phenylalanyl-L-proline tert-butyl ester (64830-74-6) → N-((3S,6S,10S,16S,19S,23S)-3,16-Dibenzyl-2,5,9,15,18,22-hexaoxo-19-phenylacetylamino-8,21-dithia-1,4,14,17-tetraaza-tricyclo[21.3.0.010,14]hexacos-6-yl)-2-phenyl-acetamide (100665-28-9)

Guidance literature:

Multi-step reaction with 4 steps

2: CF₃COOH

3: DCCI

4: 35 percent / Bu₃P, 0.1M NaHCO₃ / propan-1-ol; H₂O / 10 h / Ambient temperature

With tributylphosphine; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In propan-1-ol; water;

DOI:10.1016/S0040-4039(00)98242-X

Reference yield:

(S)-1-[(S)-2-((S)-3-tert-Butyldisulfanyl-2-phenylacetylamino-propionylamino)-3-phenyl-propionyl]-pyrrolidine-2-carboxylic acid → N-((3S,6S,10S,16S,19S,23S)-3,16-Dibenzyl-2,5,9,15,18,22-hexaoxo-19-phenylacetylamino-8,21-dithia-1,4,14,17-tetraaza-tricyclo[21.3.0.010,14]hexacos-6-yl)-2-phenyl-acetamide (100665-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: DCCI

2: 35 percent / Bu₃P, 0.1M NaHCO₃ / propan-1-ol; H₂O / 10 h / Ambient temperature

With tributylphosphine; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In propan-1-ol; water;

DOI:10.1016/S0040-4039(00)98242-X

upstream raw materials:

(S)-1-[(S)-2-((S)-3-tert-Butyldisulfanyl-2-phenylacetylamino-propionylamino)-3-phenyl-propionyl]-pyrrolidine-2-carboxylic acid 4-nitro-phenyl ester

L-phenylalanyl-L-proline tert-butyl ester

Downstream raw materials:

Ph-CH₂-CO-Cys(S-But)-Phe-Pro-NHNH₂

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