(S)-2-((S)-2-{(3S,4S)-4-[(S)-2-Amino-3-(1-benzyloxymethyl-1H-imidazol-4-yl)-propionylamino]-3-hydroxy-6-methyl-heptanoylamino}-propionylamino)-3-phenyl-propionic acid methyl ester; hydrochloride

Base Information

• Chemical Name: (S)-2-((S)-2-{(3S,4S)-4-[(S)-2-Amino-3-(1-benzyloxymethyl-1H-imidazol-4-yl)-propionylamino]-3-hydroxy-6-methyl-heptanoylamino}-propionylamino)-3-phenyl-propionic acid methyl ester; hydrochloride
• CAS No.: 112151-90-3
• Molecular Formula: C₃₅H₄₈N₆O₇*ClH
• Molecular Weight: 701.263

Synonyms:(S)-2-((S)-2-{(3S,4S)-4-[(S)-2-Amino-3-(1-benzyloxymethyl-1H-imidazol-4-yl)-propionylamino]-3-hydroxy-6-methyl-heptanoylamino}-propionylamino)-3-phenyl-propionic acid methyl ester; hydrochloride

Chemical Property of (S)-2-((S)-2-{(3S,4S)-4-[(S)-2-Amino-3-(1-benzyloxymethyl-1H-imidazol-4-yl)-propionylamino]-3-hydroxy-6-methyl-heptanoylamino}-propionylamino)-3-phenyl-propionic acid methyl ester; hydrochloride

Chemical Property:

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Technology Process of (S)-2-((S)-2-{(3S,4S)-4-[(S)-2-Amino-3-(1-benzyloxymethyl-1H-imidazol-4-yl)-propionylamino]-3-hydroxy-6-methyl-heptanoylamino}-propionylamino)-3-phenyl-propionic acid methyl ester; hydrochloride

There total 7 articles about (S)-2-((S)-2-{(3S,4S)-4-[(S)-2-Amino-3-(1-benzyloxymethyl-1H-imidazol-4-yl)-propionylamino]-3-hydroxy-6-methyl-heptanoylamino}-propionylamino)-3-phenyl-propionic acid methyl ester; 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:

N-(tert-butyloxycarbonyl)-N?-imid-<(benzyloxy)methyl>-L-histidyl-4(S)-amino-3(S)-hydroxy-6-methylheptanoyl-L-alanyl-L-phenylalanine methyl ester (112151-86-7) → (S)-2-((S)-2-{(3S,4S)-4-[(S)-2-Amino-3-(1-benzyloxymethyl-1H-imidazol-4-yl)-propionylamino]-3-hydroxy-6-methyl-heptanoylamino}-propionylamino)-3-phenyl-propionic acid methyl ester; hydrochloride (112151-90-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 1h; Ambient temperature;

DOI:10.1021/jm00398a022

Reference yield:

N-tert-butyloxycarbonylalanylphenylalanine methyl ester (2280-66-2) → (S)-2-((S)-2-{(3S,4S)-4-[(S)-2-Amino-3-(1-benzyloxymethyl-1H-imidazol-4-yl)-propionylamino]-3-hydroxy-6-methyl-heptanoylamino}-propionylamino)-3-phenyl-propionic acid methyl ester; hydrochloride (112151-90-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl / ethyl acetate / 1 h / -20 °C

2: 75 percent / N-hydroxybenzotriazole, diisopropylethylamine, dicyclohexylcarbodiimide / dimethylformamide / 1.) 0 deg C, 3 h, 2.) room temperature, 15 h

3: HCl / dioxane / 1 h / Ambient temperature

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

DOI:10.1021/jm00398a022

Reference yield:

(3S,4S)-ethyl 4-(tert-butoxycarbonylamino)-3-hydroxy-6-methylheptanoate (67010-43-9) → (S)-2-((S)-2-{(3S,4S)-4-[(S)-2-Amino-3-(1-benzyloxymethyl-1H-imidazol-4-yl)-propionylamino]-3-hydroxy-6-methyl-heptanoylamino}-propionylamino)-3-phenyl-propionic acid methyl ester; hydrochloride (112151-90-3)

Guidance literature:

Multi-step reaction with 5 steps

1: HCl / ethyl acetate / 1 h / -20 °C

2: 74 percent / N-hydroxybenzotriazole, diisopropylethylamine, dicyclohexylcarbodiimide / 1.) 0 deg C, 3 h, 2.) room temperature, 15 h

3: 85 percent / aq. NaOH / H₂O; dioxane / 1 h / Ambient temperature

4: 75 percent / N-hydroxybenzotriazole, diisopropylethylamine, dicyclohexylcarbodiimide / dimethylformamide / 1.) 0 deg C, 3 h, 2.) room temperature, 15 h

5: HCl / dioxane / 1 h / Ambient temperature

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

DOI:10.1021/jm00398a022

upstream raw materials:

N-(tert-butyloxycarbonyl)-N^?-imid-<(benzyloxy)methyl>-L-histidyl-4(S)-amino-3(S)-hydroxy-6-methylheptanoyl-L-alanyl-L-phenylalanine methyl ester

N-tert-butyloxycarbonylalanylphenylalanine methyl ester

(3S,4S)-ethyl 4-(tert-butoxycarbonylamino)-3-hydroxy-6-methylheptanoate

L-alaninyl-L-phenylalanine methyl ester hydrochloride

Downstream raw materials:

N-(tert-butyloxycarbonyl)-N^?-imid-<(benzyloxy)methyl>-L-phenylalanylglycyl-L-histidyl-4(S)-amino-3(S)-hydroxy-6-methylheptanoyl-L-alanyl-L-phenylalanine methyl ester

2-amino-L-phenylalanylglycyl-L-histidyl-4(S)-amino-3(S)-hydroxy-6-methylheptanoyl-L-alanyl-L-phenylalanine methyl ester dihydrochloride

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