(3S)-N-(4-aminobutyl)-4-hydroxy-3-{[(4-methylphenyl)sulfonyl]amino}butanamide

Base Information

• Chemical Name: (3S)-N-(4-aminobutyl)-4-hydroxy-3-{[(4-methylphenyl)sulfonyl]amino}butanamide
• CAS No.: 467457-13-2
• Molecular Formula: C₁₅H₂₅N₃O₄S
• Molecular Weight: 343.447
• Mol file: 467457-13-2.mol

Synonyms:(3S)-N-(4-aminobutyl)-4-hydroxy-3-{[(4-methylphenyl)sulfonyl]amino}butanamide

Chemical Property of (3S)-N-(4-aminobutyl)-4-hydroxy-3-{[(4-methylphenyl)sulfonyl]amino}butanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-N-(4-aminobutyl)-4-hydroxy-3-{[(4-methylphenyl)sulfonyl]amino}butanamide

There total 1 articles about (3S)-N-(4-aminobutyl)-4-hydroxy-3-{[(4-methylphenyl)sulfonyl]amino}butanamide 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: 91.0%

(S)-4-<(tolylsulfonyl)amino>-γ-butyrolactone (147228-21-5) + 1,4-diaminobutane (110-60-1) → (3S)-N-(4-aminobutyl)-4-hydroxy-3-{[(4-methylphenyl)sulfonyl]amino}butanamide (467457-13-2)

Guidance literature:

copper diacetate; In chloroform; for 6h; Heating;

DOI:10.1002/1522-2675(200206)85:6<1742::AID-HLCA1742>3.0.CO;2-E

Reference yield: 81.0%

p-toluenesulfonyl chloride (98-59-9) + (3S)-N-(4-aminobutyl)-4-hydroxy-3-{[(4-methylphenyl)sulfonyl]amino}butanamide (467457-13-2) → (+)-(3S)-4-hydroxy-3-{[(4-methylphenyl)sulfonyl]amino}-N-(4-{[(4-methylphenyl)sulfonyl]amino}butyl)butanamide (467457-17-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1002/1522-2675(200206)85:6<1742::AID-HLCA1742>3.0.CO;2-E

Reference yield:

(3S)-N-(4-aminobutyl)-4-hydroxy-3-{[(4-methylphenyl)sulfonyl]amino}butanamide (467457-13-2) → (+)-(4S)-4-(hydroxymethyl)-5,9-bis[(4-methylphenyl)sulfonyl]-1,5,9-triazacyclotridecan-2-one

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / Et₃N / dimethylformamide / 5 h / 20 °C

2: 90 percent / Cs₂CO₃ / dimethylformamide / 24 h / 65 °C

With caesium carbonate; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1002/1522-2675(200206)85:6<1742::AID-HLCA1742>3.0.CO;2-E

upstream raw materials:

(S)-4-<(tolylsulfonyl)amino>-γ-butyrolactone

1,4-diaminobutane

Downstream raw materials:

(+)-(3S)-4-hydroxy-3-{[(4-methylphenyl)sulfonyl]amino}-N-(4-{[(4-methylphenyl)sulfonyl]amino}butyl)butanamide