(3S,4S)-4-[(S)-3-(1-Benzyloxymethyl-1H-imidazol-4-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-hydroxy-6-methyl-heptanoic acid

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Chemical Name:(3S,4S)-4-[(S)-3-(1-Benzyloxymethyl-1H-imidazol-4-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-hydroxy-6-methyl-heptanoic acid
CAS No.:112151-89-0
Molecular Formula:C₂₇H₄₀N₄O₇
Molecular Weight:532.637
Hs Code.:

Synonyms:(3S,4S)-4-[(S)-3-(1-Benzyloxymethyl-1H-imidazol-4-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-hydroxy-6-methyl-heptanoic acid

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Chemical Property of (3S,4S)-4-[(S)-3-(1-Benzyloxymethyl-1H-imidazol-4-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-hydroxy-6-methyl-heptanoic acid

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Technology Process of (3S,4S)-4-[(S)-3-(1-Benzyloxymethyl-1H-imidazol-4-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-hydroxy-6-methyl-heptanoic acid

There total 3 articles about (3S,4S)-4-[(S)-3-(1-Benzyloxymethyl-1H-imidazol-4-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-hydroxy-6-methyl-heptanoic acid 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: 85.0%

: 112151-85-6
N-(tert-butyloxycarbonyl)-N^?-imid-(benzyloxymethyl)-L-hystidyl-4(S)-amino-3(S)-hydroxy-6-methylheptanoic acid ethyl ester

: 112151-89-0
(3S,4S)-4-[(S)-3-(1-Benzyloxymethyl-1H-imidazol-4-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-hydroxy-6-methyl-heptanoic acid

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; water; for 1h; Ambient temperature;
DOI:10.1021/jm00398a022

Reference yield:

: 67010-43-9
(3S,4S)-ethyl 4-(tert-butoxycarbonylamino)-3-hydroxy-6-methylheptanoate

: 112151-89-0
(3S,4S)-4-[(S)-3-(1-Benzyloxymethyl-1H-imidazol-4-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-hydroxy-6-methyl-heptanoic acid

Guidance literature:: Multi-step reaction with 3 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

With hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; water; ethyl acetate;
DOI:10.1021/jm00398a022

Reference yield:

: 84851-46-7
(S,S)-Sta-OEt hydrochloride

: 112151-89-0
(3S,4S)-4-[(S)-3-(1-Benzyloxymethyl-1H-imidazol-4-yl)-2-tert-butoxycarbonylamino-propionylamino]-3-hydroxy-6-methyl-heptanoic acid

Guidance literature:: Multi-step reaction with 2 steps

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

2: 85 percent / aq. NaOH / H₂O; dioxane / 1 h / Ambient temperature

With sodium hydroxide; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; water;
DOI:10.1021/jm00398a022