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

Base Information

• Chemical Name: 2-[(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-malonic acid diethyl ester
• CAS No.: 148671-86-7
• Molecular Formula: C₁₉H₂₈N₂O₇S
• Molecular Weight: 428.507
• Mol file: 148671-86-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 2-[(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-malonic 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: 81.0%

N-(p-toluenesulfonyl)-L-valine (17360-25-7,32013-47-1,68005-71-0) + diethyl aminomalonate hydrochloride (13433-00-6) → 2-[(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-malonic acid diethyl ester (148671-86-7)

Guidance literature:

With 4-methyl-morpholine; dicyclohexyl-carbodiimide; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/ja00063a015

Reference yield:

2-[(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-malonic acid diethyl ester (148671-86-7) → (S)-N-{2-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-1,1-bis-hydroxymethyl-ethyl}-3-methyl-2-(toluene-4-sulfonylamino)-butyramide

Guidance literature:

Multi-step reaction with 2 steps

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

2: 72 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

With lithium aluminium tetrahydride; sodium ethanolate; In tetrahydrofuran;

DOI:10.1021/ja00063a015

Reference yield:

2-[(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-malonic acid diethyl ester (148671-86-7) → 2-(2-Hydroxymethyl-benzyl)-2-[(S)-3-methyl-2-(toluene-4-sulfonylamino)-butyrylamino]-malonic acid diethyl ester

Guidance literature:

Multi-step reaction with 2 steps

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

2: p-toluenesulfonic acid / ethanol / 3 h / Ambient temperature

With sodium ethanolate; toluene-4-sulfonic acid; In ethanol;

DOI:10.1021/ja00063a015

upstream raw materials:

N-(p-toluenesulfonyl)-L-valine

diethyl aminomalonate hydrochloride

Downstream raw materials:

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

(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

(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