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Technology Process of ((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

Base Information
  • Chemical Name:((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester
  • CAS No.:112374-82-0
  • Molecular Formula:C47H64N8O9S
  • Molecular Weight:917.139
  • Hs Code.:
((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

Synonyms:((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

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Chemical Property of ((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester
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Technology Process of ((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

There total 11 articles about ((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic 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:

[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butyl]-carbamic acid tert-butyl ester
103372-24-3

[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester
112374-82-0

((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

Guidance literature:
Multi-step reaction with 2 steps
1: 1.) trifluoroacetic acid, 2.) DCC / 1.) CH2Cl2, 30 min, 2.) room temperature
2: 1.) trifluoroacetic acid, 2.) DCC / 1.) CH2Cl2, 30 min
With dicyclohexyl-carbodiimide; trifluoroacetic acid;
DOI:10.1021/jm00398a029

Reference yield:

2-(Aminomethyl)pyridine
3731-51-9

2-(Aminomethyl)pyridine

((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester
112374-82-0

((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

Guidance literature:
Multi-step reaction with 7 steps
1: 88 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH2Cl2 / 14 h / Ambient temperature
2: 100 percent / CF3COOH / CH2Cl2 / 1 h / Ambient temperature
3: 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH2Cl2 / 48 h
4: CF3COOH / CH2Cl2 / 1 h / Ambient temperature
5: Et3N, diethylphosphoryl cyanide / CH2Cl2 / 15 h
6: CF3COOH / CH2Cl2 / 1 h / Ambient temperature
7: Et3N, diethylphosphoryl cyanide / CH2Cl2
With diethylphosphoryl cyanide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm00160a048

Reference yield:

N-(tert-butyloxycarbonyl)-L-isoleucine
13139-16-7

N-(tert-butyloxycarbonyl)-L-isoleucine

((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester
112374-82-0

((S)-1-{(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

Guidance literature:
Multi-step reaction with 7 steps
1: 88 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH2Cl2 / 14 h / Ambient temperature
2: 100 percent / CF3COOH / CH2Cl2 / 1 h / Ambient temperature
3: 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH2Cl2 / 48 h
4: CF3COOH / CH2Cl2 / 1 h / Ambient temperature
5: Et3N, diethylphosphoryl cyanide / CH2Cl2 / 15 h
6: CF3COOH / CH2Cl2 / 1 h / Ambient temperature
7: Et3N, diethylphosphoryl cyanide / CH2Cl2
With diethylphosphoryl cyanide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm00160a048
upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

Boc-His(Tos)-OH

2-(Aminomethyl)pyridine

Downstream raw materials:

((S)-1-{(S)-2-(1H-Imidazol-4-yl)-1-[(S)-3-methyl-1-(2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-acetyl)-butylcarbamoyl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

C45H65N9O8

{(S)-1-[(S)-1-[(S)-1-((S)-1-Hydroxy-2-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-ethyl)-3-methyl-butylcarbamoyl]-2-(1H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

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