(4R,7S,10R,13S)-10-(Acetylamino-methylsulfanylmethyl)-13-((S)-2-tert-butoxycarbonylamino-propionylamino)-14-methyl-6,9,12-trioxo-7-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-1,2-dithia-5,8,11-triaza-cyclotetradecane-4-carboxylic acid methyl ester

Base Information

• Chemical Name: (4R,7S,10R,13S)-10-(Acetylamino-methylsulfanylmethyl)-13-((S)-2-tert-butoxycarbonylamino-propionylamino)-14-methyl-6,9,12-trioxo-7-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-1,2-dithia-5,8,11-triaza-cyclotetradecane-4-carboxylic acid methyl ester
• CAS No.: 108283-11-0
• Molecular Formula: C₃₅H₅₀N₈O₁₁S₄
• Molecular Weight: 887.093

Synonyms:

Chemical Property of (4R,7S,10R,13S)-10-(Acetylamino-methylsulfanylmethyl)-13-((S)-2-tert-butoxycarbonylamino-propionylamino)-14-methyl-6,9,12-trioxo-7-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-1,2-dithia-5,8,11-triaza-cyclotetradecane-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,7S,10R,13S)-10-(Acetylamino-methylsulfanylmethyl)-13-((S)-2-tert-butoxycarbonylamino-propionylamino)-14-methyl-6,9,12-trioxo-7-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-1,2-dithia-5,8,11-triaza-cyclotetradecane-4-carboxylic acid methyl ester

There total 1 articles about (4R,7S,10R,13S)-10-(Acetylamino-methylsulfanylmethyl)-13-((S)-2-tert-butoxycarbonylamino-propionylamino)-14-methyl-6,9,12-trioxo-7-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-1,2-dithia-5,8,11-triaza-cyclotetradecane-4-carboxylic 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:

L-N-Boc-Ala (15761-38-3) + (4R,7S,10R,13S)-10-(Acetylamino-methylsulfanylmethyl)-13-amino-14-methyl-6,9,12-trioxo-7-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-1,2-dithia-5,8,11-triaza-cyclotetradecane-4-carboxylic acid methyl ester; compound with trifluoro-acetic acid → (4R,7S,10R,13S)-10-(Acetylamino-methylsulfanylmethyl)-13-((S)-2-tert-butoxycarbonylamino-propionylamino)-14-methyl-6,9,12-trioxo-7-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-1,2-dithia-5,8,11-triaza-cyclotetradecane-4-carboxylic acid methyl ester (108283-11-0)

Guidance literature:

With TEA; dicyclohexyl-carbodiimide; Yield given. Multistep reaction; 1) CH₂Cl₂, 0 deg C, 3h, 2) CH₂Cl₂, r.t., overnight;

DOI:10.1246/bcsj.63.1758

Reference yield:

(4R,7S,10R,13S)-10-(Acetylamino-methylsulfanylmethyl)-13-((S)-2-tert-butoxycarbonylamino-propionylamino)-14-methyl-6,9,12-trioxo-7-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-1,2-dithia-5,8,11-triaza-cyclotetradecane-4-carboxylic acid methyl ester (108283-11-0) → (1R,4S,7R,12R,15S,18R)-7-tert-Butoxycarbonylamino-4-methyl-3,6,13,16,23-pentaoxo-15-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-10,20-dithia-2,5,14,17,24-pentaaza-bicyclo[10.10.2]tetracosane-18-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: TFA, HCl / Ambient temperature

2: 70.2 percent / TEA, BDF / dimethylformamide / Ambient temperature

3: 77.8 percent / I₂ / methanol; H₂O / Ambient temperature

4: 40 percent / P(NEt₂)3 / benzene / 72 h / Ambient temperature

With hydrogenchloride; TEA; iodine; 4,4'-Difluorobenzophenone; hexaethylphosphoric triamide; trifluoroacetic acid; In methanol; water; N,N-dimethyl-formamide; benzene;

DOI:10.1246/bcsj.63.1758

Reference yield:

(4R,7S,10R,13S)-10-(Acetylamino-methylsulfanylmethyl)-13-((S)-2-tert-butoxycarbonylamino-propionylamino)-14-methyl-6,9,12-trioxo-7-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-1,2-dithia-5,8,11-triaza-cyclotetradecane-4-carboxylic acid methyl ester (108283-11-0) → (1S,4S,7S,12R,15S,18R)-7-tert-Butoxycarbonylamino-4,8,22-trimethyl-3,6,13,16,23-pentaoxo-15-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-9,10,20,21-tetrathia-2,5,14,17,24-pentaaza-bicyclo[10.10.2]tetracosane-18-carboxylic acid methyl ester (108283-13-2)

Guidance literature:

Multi-step reaction with 3 steps

1: TFA, HCl / Ambient temperature

2: 70.2 percent / TEA, BDF / dimethylformamide / Ambient temperature

3: 77.8 percent / I₂ / methanol; H₂O / Ambient temperature

With hydrogenchloride; TEA; iodine; 4,4'-Difluorobenzophenone; trifluoroacetic acid; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.63.1758

upstream raw materials:

L-N-Boc-Ala

Downstream raw materials:

(1S,4S,7S,12R,15S,18R)-7-tert-Butoxycarbonylamino-4,8,22-trimethyl-3,6,13,16,23-pentaoxo-15-[1-(toluene-4-sulfonyl)-1H-imidazol-4-ylmethyl]-9,10,20,21-tetrathia-2,5,14,17,24-pentaaza-bicyclo[10.10.2]tetracosane-18-carboxylic acid methyl ester

C₅₈H₇₁N₉O₁₂S₅

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