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

Base Information

Chemical Name:(3S)-1,2,3,4,5,7-hexahydro-3-(1-methylethyl)-2-(p-toluenesulphonyl)-4-oxo-6H-2,5-benzodiazonine-6,6-dicarboxylic acid
CAS No.:222557-44-0
Molecular Formula:C₂₃H₂₆N₂O₇S
Molecular Weight:474.535
Hs Code.:

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

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

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

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

: 148671-89-0
(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

: 222557-44-0
(3S)-1,2,3,4,5,7-hexahydro-3-(1-methylethyl)-2-(p-toluenesulphonyl)-4-oxo-6H-2,5-benzodiazonine-6,6-dicarboxylic acid

Guidance literature:: With potassium hydroxide; water; In tetrahydrofuran; ethanol; for 22h; Ambient temperature;
DOI:10.1021/ja00063a015

Reference yield:

: 17360-25-7,32013-47-1,68005-71-0
N-(p-toluenesulfonyl)-L-valine

: 222557-44-0
(3S)-1,2,3,4,5,7-hexahydro-3-(1-methylethyl)-2-(p-toluenesulphonyl)-4-oxo-6H-2,5-benzodiazonine-6,6-dicarboxylic acid

Guidance literature:: Multi-step reaction with 5 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

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

4: Ph₃P, diethylazodicarboxylate (DEAD) / tetrahydrofuran / Ambient temperature

5: KOH, H₂O / ethanol; tetrahydrofuran / 22 h / Ambient temperature

With 4-methyl-morpholine; potassium hydroxide; water; sodium ethanolate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja00063a015

Reference yield:

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

: 222557-44-0
(3S)-1,2,3,4,5,7-hexahydro-3-(1-methylethyl)-2-(p-toluenesulphonyl)-4-oxo-6H-2,5-benzodiazonine-6,6-dicarboxylic acid

Guidance literature:: Multi-step reaction with 4 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

3: Ph₃P, diethylazodicarboxylate (DEAD) / tetrahydrofuran / Ambient temperature

4: KOH, H₂O / ethanol; tetrahydrofuran / 22 h / Ambient temperature

With potassium hydroxide; water; sodium ethanolate; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol;
DOI:10.1021/ja00063a015