{(S)-1-[(S)-1-Benzyl-2-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(S)-1-[(S)-1-Benzyl-2-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
• CAS No.: 136156-87-1
• Molecular Formula: C₃₇H₅₄N₆O₈S
• Molecular Weight: 742.937

Synonyms:

Chemical Property of {(S)-1-[(S)-1-Benzyl-2-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[(S)-1-Benzyl-2-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

There total 4 articles about {(S)-1-[(S)-1-Benzyl-2-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-hydroxy-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: 71.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + (S)-2-[2-((S)-3-Amino-2-hydroxy-4-phenyl-butyrylamino)-acetylamino]-4-methyl-pentanoic acid ((S)-1-carbamoyl-3-methylsulfanyl-propyl)-amide; hydrochloride (136138-79-9,136314-61-9) → {(S)-1-[(S)-1-Benzyl-2-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (136156-87-1,136233-61-9)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/0223-5234(91)90104-U

Reference yield:

(R,S)-α-hydroxy, (S)-β-amino, 4-phenylbutyric acid hydrochloride (1201292-56-9) → {(S)-1-[(S)-1-Benzyl-2-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (136156-87-1,136233-61-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 68.7 percent / aq. NaOH / dioxane / 1 h / 0 °C

2: 44 percent / 1-hydroxybenzotriazole (HOBt), N,N-dicyclohexylcarbodiimide (DCC), NMM / dimethylformamide / Ambient temperature

3: 0.34 g / HCl / ethyl acetate / 1 h / Ambient temperature

4: 71 percent / 1-hydroxybenzotriazole (HOBt), N,N-dicyclohexylcarbodiimide (DCC), NMM / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(91)90104-U

Reference yield:

3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid (191849-93-1) → {(S)-1-[(S)-1-Benzyl-2-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (136156-87-1,136233-61-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 44 percent / 1-hydroxybenzotriazole (HOBt), N,N-dicyclohexylcarbodiimide (DCC), NMM / dimethylformamide / Ambient temperature

2: 0.34 g / HCl / ethyl acetate / 1 h / Ambient temperature

3: 71 percent / 1-hydroxybenzotriazole (HOBt), N,N-dicyclohexylcarbodiimide (DCC), NMM / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(91)90104-U

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

(S)-2-[2-((S)-3-Amino-2-hydroxy-4-phenyl-butyrylamino)-acetylamino]-4-methyl-pentanoic acid ((S)-1-carbamoyl-3-methylsulfanyl-propyl)-amide; hydrochloride

(R,S)-α-hydroxy, (S)-β-amino, 4-phenylbutyric acid hydrochloride

3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid

Downstream raw materials:

(S)-5-Oxo-pyrrolidine-2-carboxylic acid {(S)-1-[(S)-1-benzyl-2-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-amide

(S)-2-{2-[(S)-3-((S)-2-Amino-3-phenyl-propionylamino)-2-hydroxy-4-phenyl-butyrylamino]-acetylamino}-4-methyl-pentanoic acid ((S)-1-carbamoyl-3-methylsulfanyl-propyl)-amide; hydrochloride

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