2-{[(4-Methoxyphenyl)sulfonyl]amino}-4-methylpentanoic acid

Base Information

• Chemical Name: 2-{[(4-Methoxyphenyl)sulfonyl]amino}-4-methylpentanoic acid
• CAS No.: 68377-65-1
• Molecular Formula: C13H18NO5S-
• Molecular Weight: 301.3587
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID50392402
• Mol file: 68377-65-1.mol

Synonyms:68377-65-1;2-{[(4-methoxyphenyl)sulfonyl]amino}-4-methylpentanoic acid;202751-32-4;2-(4-methoxybenzenesulfonamido)-4-methylpentanoic acid;((4-Methoxyphenyl)sulfonyl)leucine;SCHEMBL2161031;DTXSID50392402;CIA75132;STK943868;N-[(4-methoxyphenyl)sulfonyl]leucine;AKOS001111531;AKOS016050227;EN300-11352;Z45637121

Chemical Property of 2-{[(4-Methoxyphenyl)sulfonyl]amino}-4-methylpentanoic acid

Chemical Property:

• Vapor Pressure: 9.94E-10mmHg at 25°C
• Melting Point: 68-70 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 472.4°Cat760mmHg
• PKA: 3.42±0.21(Predicted)
• Flash Point: 239.5°C
• PSA: 101.08000
• Density: 1.245g/cm³
• LogP: 2.94450
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 301.09839388
• Heavy Atom Count: 20
• Complexity: 407

Purity/Quality:

99%min ^*data from raw suppliers

2-([(4-METHOXYPHENYL)SULFONYL]AMINO)-4-METHYLPENTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)NS(=O)(=O)C1=CC=C(C=C1)OC

Technology Process of 2-{[(4-Methoxyphenyl)sulfonyl]amino}-4-methylpentanoic acid

There total 3 articles about 2-{[(4-Methoxyphenyl)sulfonyl]amino}-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: 48.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + 4-methoxy-phenyl-sulphonyl chloride (98-68-0) → (S)-2-(4-methoxyphenylsulfonamido)-4-methylpentanoic acid (68377-65-1,202751-32-4)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b01961

Reference yield:

C15H21NO5S → N-[4-methoxybenzenesulfonyl]-(D)-leucine (161314-85-8,202751-32-4) + (S)-2-(4-methoxyphenylsulfonamido)-4-methylpentanoic acid (68377-65-1,202751-32-4)

Guidance literature:

With ruthenium trichloride; periodic acid; In water; acetonitrile; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja805122j

Reference yield:

→ 2-(4-Methoxy-benzenesulfonylamino)-4-methyl-pentanoic acid (68377-65-1,202751-32-4)

Guidance literature:

p-Anisylsulfonylchlorid, α-NH2-4-CH3-pentansaeure;

upstream raw materials:

L-leucine

4-methoxy-phenyl-sulphonyl chloride

Downstream raw materials:

C₁₄H₂₁NO₅S

Refernces

• 1、 Abermil, Nacim,Masson, Geraldine,Zhu, Jieping. "Highly enantioselective aza Morita-Baylis-Hillman reaction catalyzed by bifunctional β-isocupreidine derivatives". supporting information; scheme or table. p. 12596 - 12597. Retrieved 2009/04/10.