2-[(S)-2-(Morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-malonic acid benzyl ester methyl ester

Base Information

• Chemical Name: 2-[(S)-2-(Morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-malonic acid benzyl ester methyl ester
• CAS No.: 127953-31-5
• Molecular Formula: C₂₄H₂₉N₃O₈S
• Molecular Weight: 519.576
• Mol file: 127953-31-5.mol

Synonyms:2-[(S)-2-(Morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-malonic acid benzyl ester methyl ester

Chemical Property of 2-[(S)-2-(Morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-malonic acid benzyl ester methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(S)-2-(Morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-malonic acid benzyl ester methyl ester

There total 3 articles about 2-[(S)-2-(Morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-malonic acid benzyl ester 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: 67.0%

N-(4-MorpholinYlsulfonyl)-L-phenylalanine (124278-39-3) + benzyl methyl aminomalonate hydrochloride (127953-30-4) → 2-[(S)-2-(Morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-malonic acid benzyl ester methyl ester (127953-31-5)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00111a002

Reference yield:

benzyl methyl malonate (52267-39-7) → 2-[(S)-2-(Morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-malonic acid benzyl ester methyl ester (127953-31-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 95.4 percent / acetic acid, sodium nitrite / H₂O / Ambient temperature

2: 27 percent / glacial acetic acid, Al, mercuric chloride, H₂O / diethyl ether / Ambient temperature

3: 67 percent / dicyclohexylcarbodiimide, HOBT, triethylamine / CH₂Cl₂; dimethylformamide

With water; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; aluminium; mercury dichloride; sodium nitrite; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00111a002

Reference yield:

2-[(Z)-Hydroxyimino]-malonic acid benzyl ester methyl ester (118283-56-0) → 2-[(S)-2-(Morpholine-4-sulfonylamino)-3-phenyl-propionylamino]-malonic acid benzyl ester methyl ester (127953-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / glacial acetic acid, Al, mercuric chloride, H₂O / diethyl ether / Ambient temperature

2: 67 percent / dicyclohexylcarbodiimide, HOBT, triethylamine / CH₂Cl₂; dimethylformamide

With water; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; aluminium; mercury dichloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00111a002

upstream raw materials:

N-(4-MorpholinYlsulfonyl)-L-phenylalanine

benzyl methyl aminomalonate hydrochloride

benzyl methyl malonate

2-[(Z)-Hydroxyimino]-malonic acid benzyl ester methyl ester

Downstream raw materials:

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

(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

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

*,R^*)>-3-<<1-(cyclohexylmethyl)-2-hydroxy-4<<2-(4-morpholinyl)ethyl>amino>-4-oxobutyl>amino>-N--3-oxo-DL-alanine methyl ester