(+/-)-methyl 4-[({[1-(methoxycarbonyl)-3-phenylpropyl]amino}sulfonyl)amino]benzene-1-carboxylate

Base Information

• Chemical Name: (+/-)-methyl 4-[({[1-(methoxycarbonyl)-3-phenylpropyl]amino}sulfonyl)amino]benzene-1-carboxylate
• CAS No.: 259794-35-9
• Molecular Formula: C₁₉H₂₂N₂O₆S
• Molecular Weight: 406.459

Synonyms:(+/-)-methyl 4-[({[1-(methoxycarbonyl)-3-phenylpropyl]amino}sulfonyl)amino]benzene-1-carboxylate

Chemical Property of (+/-)-methyl 4-[({[1-(methoxycarbonyl)-3-phenylpropyl]amino}sulfonyl)amino]benzene-1-carboxylate

Chemical Property:

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Technology Process of (+/-)-methyl 4-[({[1-(methoxycarbonyl)-3-phenylpropyl]amino}sulfonyl)amino]benzene-1-carboxylate

There total 3 articles about (+/-)-methyl 4-[({[1-(methoxycarbonyl)-3-phenylpropyl]amino}sulfonyl)amino]benzene-1-carboxylate 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: 22.0%

2-amino-4-phenylbutyric acid methylester hydrochloride (85808-33-9) + methyl 4-chlorosulfonylaminobenzoate (400900-01-8) → (+/-)-methyl 4-[({[1-(methoxycarbonyl)-3-phenylpropyl]amino}sulfonyl)amino]benzene-1-carboxylate (259794-35-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2.5h; pH=8 - 9;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2432::AID-HLCA2432>3.0.CO;2-H

Reference yield:

4-sulfoamino-benzoic acid methyl ester (772337-11-8) → (+/-)-methyl 4-[({[1-(methoxycarbonyl)-3-phenylpropyl]amino}sulfonyl)amino]benzene-1-carboxylate (259794-35-9)

Guidance literature:

Multi-step reaction with 2 steps

1: PCl₅ / CH₂Cl₂ / 3.5 h / Heating

2: 22 percent / Et₃N / CH₂Cl₂ / 2.5 h / 20 °C / pH 8 - 9

With phosphorus pentachloride; triethylamine; In dichloromethane; 1: Substitution / 2: Condensation;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2432::AID-HLCA2432>3.0.CO;2-H

Reference yield:

4-methoxycarbonyl aniline (619-45-4) → (+/-)-methyl 4-[({[1-(methoxycarbonyl)-3-phenylpropyl]amino}sulfonyl)amino]benzene-1-carboxylate (259794-35-9)

Guidance literature:

Multi-step reaction with 3 steps

1: ClSO₃H / CH₂Cl₂ / 1 h / 20 °C

2: PCl₅ / CH₂Cl₂ / 3.5 h / Heating

3: 22 percent / Et₃N / CH₂Cl₂ / 2.5 h / 20 °C / pH 8 - 9

With chlorosulfonic acid; phosphorus pentachloride; triethylamine; In dichloromethane; 1: Condensation / 2: Substitution / 3: Condensation;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2432::AID-HLCA2432>3.0.CO;2-H

upstream raw materials:

2-amino-4-phenylbutyric acid methylester hydrochloride

methyl 4-chlorosulfonylaminobenzoate

4-sulfoamino-benzoic acid methyl ester

4-methoxycarbonyl aniline

Downstream raw materials:

(+/-)-methyl 4-[4-(2-phenylethyl)-1,1,3-trioxo-1λ⁶,2,5-thiadiazolan-2-yl]benzoate

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