3-<<1(S)-(cyclohexylmethyl)-3,3-difluoro-2(R)-hydoxy-4-<<2-(4-morpholinyl)ethyl>amino>-4-oxobutyl>amino>-N--3-oxo-DL-alanine methyl ester

Base Information

• Chemical Name: 3-<<1(S)-(cyclohexylmethyl)-3,3-difluoro-2(R)-hydoxy-4-<<2-(4-morpholinyl)ethyl>amino>-4-oxobutyl>amino>-N--3-oxo-DL-alanine methyl ester
• CAS No.: 134334-93-3
• Molecular Formula: C₃₄H₅₂F₂N₆O₁₀S
• Molecular Weight: 774.884
• Mol file: 134334-93-3.mol

Synonyms:

Chemical Property of 3-<<1(S)-(cyclohexylmethyl)-3,3-difluoro-2(R)-hydoxy-4-<<2-(4-morpholinyl)ethyl>amino>-4-oxobutyl>amino>-N--3-oxo-DL-alanine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<<1(S)-(cyclohexylmethyl)-3,3-difluoro-2(R)-hydoxy-4-<<2-(4-morpholinyl)ethyl>amino>-4-oxobutyl>amino>-N--3-oxo-DL-alanine methyl ester

There total 10 articles about 3-<<1(S)-(cyclohexylmethyl)-3,3-difluoro-2(R)-hydoxy-4-<<2-(4-morpholinyl)ethyl>amino>-4-oxobutyl>amino>-N--3-oxo-DL-alanine methyl 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: 34.0%

(1S,2R)-<1-(cyclohexylmethyl)-3,3-difluoro-4-<<2-(4-morpholino)ethyl>amino>-2-hydroxy-4-oxobutyl>amine (134334-91-1) + N-(4-morpholinylsulfonyl)-L-phenylalanyl-DL-2-(methoxycarbonyl)glycine methyl ester (131176-63-1) → 3-<<1(S)-(cyclohexylmethyl)-3,3-difluoro-2(R)-hydoxy-4-<<2-(4-morpholinyl)ethyl>amino>-4-oxobutyl>amino>-N--3-oxo-DL-alanine methyl ester (134334-93-3,134452-00-9)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; 1.) 0 deg C - RT, overnight, 2.) RT, 38 h;

DOI:10.1021/jm00111a002

Reference yield:

N-(4-MorpholinYlsulfonyl)-L-phenylalanine (124278-39-3) → 3-<<1(S)-(cyclohexylmethyl)-3,3-difluoro-2(R)-hydoxy-4-<<2-(4-morpholinyl)ethyl>amino>-4-oxobutyl>amino>-N--3-oxo-DL-alanine methyl ester (134334-93-3,134452-00-9)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 34 percent / HOBT, dicyclohexylcarbodiimide / CH₂Cl₂ / 1.) 0 deg C - RT, overnight, 2.) RT, 38 h

With hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; 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) → 3-<<1(S)-(cyclohexylmethyl)-3,3-difluoro-2(R)-hydoxy-4-<<2-(4-morpholinyl)ethyl>amino>-4-oxobutyl>amino>-N--3-oxo-DL-alanine methyl ester (134334-93-3,134452-00-9)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 34 percent / HOBT, dicyclohexylcarbodiimide / CH₂Cl₂ / 1.) 0 deg C - RT, overnight, 2.) RT, 38 h

With hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm00111a002

upstream raw materials:

(1S,2R)-<1-(cyclohexylmethyl)-3,3-difluoro-4-<<2-(4-morpholino)ethyl>amino>-2-hydroxy-4-oxobutyl>amine

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

4-(2-AMINOETHYL)MORPHOLINE

(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

Downstream raw materials:

(S)-3-<<1-(cyclohexylmethyl)-3,3-difluoro-4-<<2-(4-morpholino)ethyl>amino>-2,4-dioxobutyl>amino>-N--3-oxo-DL-alanine methyl ester methanesulfonate