(S)-3-[(4-methylphenyl)sulfonylamino]-N-{4-[(4-methylphenyl)sulfonyl]aminobutyl}-3-phenylpropanamide

Base Information

• Chemical Name: (S)-3-[(4-methylphenyl)sulfonylamino]-N-{4-[(4-methylphenyl)sulfonyl]aminobutyl}-3-phenylpropanamide
• CAS No.: 422565-31-9
• Molecular Formula: C₂₇H₃₃N₃O₅S₂
• Molecular Weight: 543.708
• Mol file: 422565-31-9.mol

Synonyms:(S)-3-[(4-methylphenyl)sulfonylamino]-N-{4-[(4-methylphenyl)sulfonyl]aminobutyl}-3-phenylpropanamide

Chemical Property of (S)-3-[(4-methylphenyl)sulfonylamino]-N-{4-[(4-methylphenyl)sulfonyl]aminobutyl}-3-phenylpropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[(4-methylphenyl)sulfonylamino]-N-{4-[(4-methylphenyl)sulfonyl]aminobutyl}-3-phenylpropanamide

There total 6 articles about (S)-3-[(4-methylphenyl)sulfonylamino]-N-{4-[(4-methylphenyl)sulfonyl]aminobutyl}-3-phenylpropanamide 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:

Cinnamoyl chloride (102-92-1,17082-09-6) → (S)-3-[(4-methylphenyl)sulfonylamino]-N-{4-[(4-methylphenyl)sulfonyl]aminobutyl}-3-phenylpropanamide (422565-31-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 73 percent / Et₃N / 12 h / 90 °C

2: BuLi / tetrahydrofuran; hexane / 1 h

3: H₂ / Pd(OH)2/C / ethanol / 72 h / 2850.23 Torr

4: 84 percent / Et₃N / CH₂Cl₂ / 1 h / -10 - 20 °C

5: 100 percent / TFA / 3 h / 20 °C

6: 89 percent / SOCl₂ / DMF / 2 h / 20 °C

7: Et₃N / CH₂Cl₂ / 60 h / -10 - 20 °C

With n-butyllithium; thionyl chloride; hydrogen; triethylamine; trifluoroacetic acid; palladium dihydroxide; N,N-dimethyl-formamide; In tetrahydrofuran; ethanol; hexane; dichloromethane;

DOI:10.1002/1522-2675(200201)85:1<161::AID-HLCA161>3.0.CO;2-L

Reference yield:

tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate (160978-12-1) → (S)-3-[(4-methylphenyl)sulfonylamino]-N-{4-[(4-methylphenyl)sulfonyl]aminobutyl}-3-phenylpropanamide (422565-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / TFA / 3 h / 20 °C

2: 89 percent / SOCl₂ / DMF / 2 h / 20 °C

3: Et₃N / CH₂Cl₂ / 60 h / -10 - 20 °C

With thionyl chloride; triethylamine; trifluoroacetic acid; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1002/1522-2675(200201)85:1<161::AID-HLCA161>3.0.CO;2-L

Reference yield:

(S)-3-amino-3-phenylpropionic acid tert-butyl ester (120686-18-2) → (S)-3-[(4-methylphenyl)sulfonylamino]-N-{4-[(4-methylphenyl)sulfonyl]aminobutyl}-3-phenylpropanamide (422565-31-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / Et₃N / CH₂Cl₂ / 1 h / -10 - 20 °C

2: 100 percent / TFA / 3 h / 20 °C

3: 89 percent / SOCl₂ / DMF / 2 h / 20 °C

4: Et₃N / CH₂Cl₂ / 60 h / -10 - 20 °C

With thionyl chloride; triethylamine; trifluoroacetic acid; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1002/1522-2675(200201)85:1<161::AID-HLCA161>3.0.CO;2-L

upstream raw materials:

N-(4-aminobutyl)-4-methyl benzenesulfonamide

Cinnamoyl chloride

(S)-3-amino-3-phenylpropionic acid tert-butyl ester

tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate

Downstream raw materials:

(S)-5,9-bis[(4-methylphenyl)sulfonyl]-4-phenyl-1,5,9-triazacyclotridecan-2-one

(S)-4-phenyl-9-(3-phenylprop-2-enoyl)-1,5,9-triazacyclotridecan-2-one

(S)-4-phenyl-1,5,9-triazacyclotridecan-2-one