<1S-(1R^*,2S^*,3R^*)>-3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-N--3-oxo-DL-alanine n-hexyl ester

Base Information

• Chemical Name: <1S-(1R^*,2S^*,3R^*)>-3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-N--3-oxo-DL-alanine n-hexyl ester
• CAS No.: 134335-02-7
• Molecular Formula: C₃₆H₆₀N₄O₉S
• Molecular Weight: 724.96

Synonyms:

Chemical Property of <1S-(1R^*,2S^*,3R^*)>-3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-N--3-oxo-DL-alanine n-hexyl ester

Chemical Property:

Purity/Quality:

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Technology Process of <1S-(1R^*,2S^*,3R^*)>-3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-N--3-oxo-DL-alanine n-hexyl ester

There total 5 articles about <1S-(1R^*,2S^*,3R^*)>-3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-N--3-oxo-DL-alanine n-hexyl 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) → <1S-(1R*,2S*,3R*)>-3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-N--3-oxo-DL-alanine n-hexyl ester (134335-02-7,134452-10-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 67 percent / dicyclohexylcarbodiimide, HOBT, triethylamine / CH₂Cl₂; dimethylformamide

2: 97.4 percent / H₂ / 20percent Pd/C / methanol / 2 h

3: 52 percent / HOBT, triethylamine, dicyclohexylcarbodiimide / CH₂Cl₂; dimethylformamide / 1.) 0 deg C - RT, 2.) RT, overnight

4: 83 percent / 1N aq. NaOH / methanol / Ambient temperature

5: dicyclohexylcarbodiimide / diethyl ether / Ambient temperature

With sodium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00111a002

Reference yield:

2-[(S)-2-(Morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-malonic acid benzyl ester methyl ester (127953-31-5) → <1S-(1R*,2S*,3R*)>-3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-N--3-oxo-DL-alanine n-hexyl ester (134335-02-7,134452-10-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 97.4 percent / H₂ / 20percent Pd/C / methanol / 2 h

2: 52 percent / HOBT, triethylamine, dicyclohexylcarbodiimide / CH₂Cl₂; dimethylformamide / 1.) 0 deg C - RT, 2.) RT, overnight

3: 83 percent / 1N aq. NaOH / methanol / Ambient temperature

4: dicyclohexylcarbodiimide / diethyl ether / Ambient temperature

With sodium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00111a002

Reference yield:

N-(4-morpholinylsulfonyl)-L-phenylalanyl-DL-2-(methoxycarbonyl)glycine methyl ester (131176-63-1) → <1S-(1R*,2S*,3R*)>-3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-N--3-oxo-DL-alanine n-hexyl ester (134335-02-7,134452-10-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / HOBT, triethylamine, dicyclohexylcarbodiimide / CH₂Cl₂; dimethylformamide / 1.) 0 deg C - RT, 2.) RT, overnight

2: 83 percent / 1N aq. NaOH / methanol / Ambient temperature

3: dicyclohexylcarbodiimide / diethyl ether / Ambient temperature

With sodium hydroxide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00111a002

upstream raw materials:

<1S-(1R^*,2S^*,3R^*)>-3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-N--3-oxo-DL-alanine

hexan-1-ol

N-(4-MorpholinYlsulfonyl)-L-phenylalanine

N-(4-morpholinylsulfonyl)-L-phenylalanyl-DL-2-(methoxycarbonyl)glycine methyl ester

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