(4-{(S)-2-{(S)-1-[(S)-1-Hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butylcarbamoyl}-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-ethyl}-thiazol-2-yl)-carbamic acid benzyl ester

Base Information

• Chemical Name: (4-{(S)-2-{(S)-1-[(S)-1-Hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butylcarbamoyl}-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-ethyl}-thiazol-2-yl)-carbamic acid benzyl ester
• CAS No.: 135704-07-3
• Molecular Formula: C₄₀H₅₇N₇O₉S₂
• Molecular Weight: 844.066

Synonyms:

Chemical Property of (4-{(S)-2-{(S)-1-[(S)-1-Hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butylcarbamoyl}-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-ethyl}-thiazol-2-yl)-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-{(S)-2-{(S)-1-[(S)-1-Hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butylcarbamoyl}-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-ethyl}-thiazol-2-yl)-carbamic acid benzyl ester

There total 7 articles about (4-{(S)-2-{(S)-1-[(S)-1-Hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butylcarbamoyl}-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-ethyl}-thiazol-2-yl)-carbamic 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:

N-(4-MorpholinYlsulfonyl)-L-phenylalanine (124278-39-3) + [4-((S)-2-Amino-2-{(S)-1-[(S)-1-hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butylcarbamoyl}-ethyl)-thiazol-2-yl]-carbamic acid benzyl ester (135703-75-2) → (4-{(S)-2-{(S)-1-[(S)-1-Hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butylcarbamoyl}-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-ethyl}-thiazol-2-yl)-carbamic acid benzyl ester (135704-07-3,135760-13-3)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jm00092a006

Reference yield:

(3S,4S)-4-Amino-3-hydroxy-6-methyl-heptanoic acid ((S)-2-methyl-butyl)-amide (104597-05-9) → (4-{(S)-2-{(S)-1-[(S)-1-Hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butylcarbamoyl}-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-ethyl}-thiazol-2-yl)-carbamic acid benzyl ester (135704-07-3,135760-13-3)

Guidance literature:

Multi-step reaction with 3 steps

1: N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

2: HCl (gas) / CH₂Cl₂; methanol / Ambient temperature

3: N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

With hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00092a006

Reference yield:

(S)-3-(2-Amino-thiazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester (135704-30-2) → (4-{(S)-2-{(S)-1-[(S)-1-Hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butylcarbamoyl}-2-[(S)-2-(morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-ethyl}-thiazol-2-yl)-carbamic acid benzyl ester (135704-07-3,135760-13-3)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. sodium bicarbonate / tetrahydrofuran; CH₂Cl₂ / Ambient temperature

2: 80 percent / aq. KOH / ethanol / 4 h / Ambient temperature

3: N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

4: HCl (gas) / CH₂Cl₂; methanol / Ambient temperature

5: N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

With hydrogenchloride; potassium hydroxide; sodium hydrogencarbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00092a006

upstream raw materials:

N-(4-MorpholinYlsulfonyl)-L-phenylalanine

[4-((S)-2-Amino-2-{(S)-1-[(S)-1-hydroxy-2-((S)-2-methyl-butylcarbamoyl)-ethyl]-3-methyl-butylcarbamoyl}-ethyl)-thiazol-2-yl]-carbamic acid benzyl ester

(3S,4S)-4-Amino-3-hydroxy-6-methyl-heptanoic acid ((S)-2-methyl-butyl)-amide

(S)-3-(2-Amino-thiazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

Downstream raw materials:

<1S-<1R*,2R*,4(R*)>>-N-(4-morpholinylsulfonyl)-L-phenylalanyl-3-(2-amino-4-thiazolyl)-N-<2-hydroxy-4-<(2-methylbutyl)amino>-1-(2-methylpropyl)-4-oxobutyl>-L-alaninamide

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