(S)-<<2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>phenyl>methyl><<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propanedioic acid diethyl ester

Base Information

• Chemical Name: (S)-<<2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>phenyl>methyl><<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propanedioic acid diethyl ester
• CAS No.: 148671-88-9
• Molecular Formula: C₃₃H₅₀N₂O₈SSi
• Molecular Weight: 662.92
• Mol file: 148671-88-9.mol

Synonyms:(S)-<<2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>phenyl>methyl><<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propanedioic acid diethyl ester

Chemical Property of (S)-<<2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>phenyl>methyl><<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propanedioic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-<<2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>phenyl>methyl><<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propanedioic acid diethyl ester

There total 3 articles about (S)-<<2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>phenyl>methyl><<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propanedioic acid diethyl 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-(p-toluenesulfonyl)-L-valine (17360-25-7,32013-47-1,68005-71-0) → (S)-<<2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>phenyl>methyl><<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propanedioic acid diethyl ester (148671-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / N-methylmorpholine, dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

2: 1.) EtONa / 1.) EtOH, 2 min, 0 deg C, 2.) EtOH, from 0 deg C to RT, 2 h

With 4-methyl-morpholine; sodium ethanolate; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1021/ja00063a015

Reference yield:

diethyl aminomalonate hydrochloride (13433-00-6) → (S)-<<2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>phenyl>methyl><<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propanedioic acid diethyl ester (148671-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / N-methylmorpholine, dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

2: 1.) EtONa / 1.) EtOH, 2 min, 0 deg C, 2.) EtOH, from 0 deg C to RT, 2 h

With 4-methyl-morpholine; sodium ethanolate; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1021/ja00063a015

Reference yield:

1-(bromomethyl)-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>benzene (148671-87-8) + 2-[(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-malonic acid diethyl ester (148671-86-7) → (S)-<<2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>phenyl>methyl><<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propanedioic acid diethyl ester (148671-88-9)

Guidance literature:

With sodium ethanolate; Yield given. Multistep reaction; 1.) EtOH, 2 min, 0 deg C, 2.) EtOH, from 0 deg C to RT, 2 h;

DOI:10.1021/ja00063a015

upstream raw materials:

1-(bromomethyl)-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>benzene

2-[(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-malonic acid diethyl ester

N-(p-toluenesulfonyl)-L-valine

diethyl aminomalonate hydrochloride

Downstream raw materials:

(S)-O,O-diacetyl-2-<<2-(hydroxymethyl)phenyl>methyl>-2-<<3-methyl-2-<<(4-methylphenyl)sulfonyl>amino>-1-oxobutyl>amino>propane-1,3-diol

(S)-1,2,3,5,6,7-hexahydro-6,6-bis<(acetyloxy)methyl>-2-<(4-methylphenyl)sulfonyl>-3-(1-methylethyl)-4H-2,5-benzodiazonin-4-one

(S)-1,2,3,4,5,7-hexahydro-3-(1-methylethyl)-2-<(4-methylphenyl)sulfonyl>-4-oxo-6H-2,5-benzodiazonine-6,6-dicarboxylic acid diethyl ester

(3S)-1,2,3,4,5,7-hexahydro-3-(1-methylethyl)-2-(p-toluenesulphonyl)-4-oxo-6H-2,5-benzodiazonine-6,6-dicarboxylic acid