(S)-2-(4-acetamidophenylsulfonamido)-4-methylpentanoic acid

Base Information

• Chemical Name: (S)-2-(4-acetamidophenylsulfonamido)-4-methylpentanoic acid
• CAS No.: 64527-19-1
• Molecular Formula: C14H20N2O5S
• Molecular Weight: 328.389
• DSSTox Substance ID: DTXSID001253216
• Mol file: 64527-19-1.mol

Synonyms:(S)-2-(4-acetamidophenylsulfonamido)-4-methylpentanoic acid;64527-19-1;N-{[4-(acetylamino)phenyl]sulfonyl}-L-leucine;N-[[4-(Acetylamino)phenyl]sulfonyl]-L-leucine;SCHEMBL9603327;DTXSID001253216;(2S)-2-[(4-acetamidophenyl)sulfonylamino]-4-methylpentanoic acid;BBL029569;STK921013;AKOS015955399;((4-Acetamidophenyl)sulfonyl)-L-leucine;VS-09306;CS-0317421;2-(4-Acetylamino-benzenesulfonylamino)-4-methyl-pentanoic acid;(2S)-2-(4-ACETAMIDOBENZENESULFONAMIDO)-4-METHYLPENTANOIC ACID

Chemical Property of (S)-2-(4-acetamidophenylsulfonamido)-4-methylpentanoic acid

Chemical Property:

• Melting Point: 210 - 213 °C
• PSA: 120.95000
• LogP: 2.96730
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 328.10929292
• Heavy Atom Count: 22
• Complexity: 490

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)NS(=O)(=O)C1=CC=C(C=C1)NC(=O)C
• Isomeric SMILES: CC(C)C[C@@H](C(=O)O)NS(=O)(=O)C1=CC=C(C=C1)NC(=O)C

Technology Process of (S)-2-(4-acetamidophenylsulfonamido)-4-methylpentanoic acid

There total 4 articles about (S)-2-(4-acetamidophenylsulfonamido)-4-methylpentanoic 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: 83.0%

(R)-leucine (328-38-1,21675-61-6,25248-98-0,70-45-1) + p-acetylaminobenzenesulfonyl chloride (121-60-8) → 2-(4-acetamidophenylsulfonamido)-4-methylpentanoic acid (64527-19-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane;

Reference yield:

LEUCINE (328-39-2,21675-61-6,25248-98-0,70-45-1) + p-acetylaminobenzenesulfonyl chloride (121-60-8) → 2-(4-acetamidophenylsulfonamido)-4-methylpentanoic acid (64527-19-1)

Guidance literature:

Reference yield:

Acetanilid (103-84-4) → 2-(4-acetamidophenylsulfonamido)-4-methylpentanoic acid (64527-19-1)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorosulfonic acid / 1.5 h / 0 - 80 °C / 760.05 Torr

2: potassium carbonate / water / 70 - 80 °C / 760.05 Torr

With chlorosulfonic acid; potassium carbonate; In water;

DOI:10.1016/j.ejmech.2017.02.012

upstream raw materials:

LEUCINE

p-acetylaminobenzenesulfonyl chloride

(R)-leucine

Acetanilid