(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

Base Information

• Chemical Name: (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
• CAS No.: 136138-81-3
• Molecular Formula: C₃₂H₄₆N₆O₆S*ClH
• Molecular Weight: 679.281

Synonyms:

Chemical Property of (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

Chemical Property:

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Technology Process of (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

There total 6 articles about (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 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-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) → (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 (136138-81-3,136233-27-7)

Guidance literature:

With hydrogenchloride; In ethyl acetate; for 1h; Ambient temperature;

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

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (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 (136138-81-3,136233-27-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 0.2 g / HCl / ethyl acetate / 1 h / 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

Reference yield:

(R,S)-α-hydroxy, (S)-β-amino, 4-phenylbutyric acid hydrochloride (1201292-56-9) → (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 (136138-81-3,136233-27-7)

Guidance literature:

Multi-step reaction with 5 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

5: 0.2 g / HCl / ethyl acetate / 1 h / 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

upstream raw materials:

{(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

N-tert-butoxycarbonyl-L-phenylalanine

(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

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