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

Base Information

• Chemical Name: <1S-(1R^*,2S^*,3R^*)>-3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-N--3-oxo-DL-alanine isopropyl ester
• CAS No.: 127953-07-5
• Molecular Formula: C₃₃H₅₄N₄O₉S
• Molecular Weight: 682.879

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

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

There total 5 articles about <1S-(1R^*,2S^*,3R^*)>-3-<<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>amino>-N--3-oxo-DL-alanine isopropyl 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 isopropyl ester (127953-07-5,134452-07-6,134452-08-7)

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 isopropyl ester (127953-07-5,134452-07-6,134452-08-7)

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 isopropyl ester (127953-07-5,134452-07-6,134452-08-7)

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

isopropyl alcohol

N-(4-MorpholinYlsulfonyl)-L-phenylalanine

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

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