1-[(4-Methylphenyl)sulfonyl]-5-oxoproline

Base Information

• Chemical Name: 1-[(4-Methylphenyl)sulfonyl]-5-oxoproline
• CAS No.: 21957-65-3
• Molecular Formula: C12H13 N O5 S
• Molecular Weight: 283.305
• Hs Code.: 2933990090
• European Community (EC) Number: 244-680-9
• NSC Number: 163455,43127
• Mol file: 21957-65-3.mol

Synonyms:1-[(4-methylphenyl)sulfonyl]-5-oxoproline;5-Oxo-1-tosylpyrrolidine-2-carboxylic acid;21957-65-3;6970-25-8;NSC43127;starbld0007486;SCHEMBL5082404;EINECS 244-680-9;NSC 43127;NSC-43127;NSC163455;STK683839;AKOS004911719;NSC 163455;NSC-163455;5-Oxo-1-((p-tolyl)sulphonyl)-L-proline;1-[(4-METHYLPHENYL)SULFONYL]-5-OXO-2-PYRROLIDINECARBOXYLIC ACID

Chemical Property of 1-[(4-Methylphenyl)sulfonyl]-5-oxoproline

Chemical Property:

• Vapor Pressure: 8.93E-11mmHg at 25°C
• Boiling Point: 499°Cat760mmHg
• Flash Point: 255.6°C
• PSA: 100.13000
• Density: 1.475g/cm³
• LogP: 1.77800
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 283.05144369
• Heavy Atom Count: 19
• Complexity: 473

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C(CCC2=O)C(=O)O

Technology Process of 1-[(4-Methylphenyl)sulfonyl]-5-oxoproline

There total 6 articles about 1-[(4-Methylphenyl)sulfonyl]-5-oxoproline 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: 74.46%

N-tosyl-L-glutamic acid (4816-80-2) → 1-(4'-methylbenzenesulfonyl)-5-oxopyrrolidine-2-carboxylic acid (21957-65-3)

Guidance literature:

With acetyl chloride; for 2h; Heating;

DOI:10.1016/S0968-0896(02)00079-2

Reference yield:

N-[(4-methylphenyl)sulfonyl] D-glutamic acid (34605-45-3) → 1-(4'-methylbenzenesulfonyl)-5-oxopyrrolidine-2-carboxylic acid (21957-65-3)

Guidance literature:

With diisopropyl-carbodiimide; In acetonitrile; at -5 - 50 ℃;

Reference yield:

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → 1-(4'-methylbenzenesulfonyl)-5-oxopyrrolidine-2-carboxylic acid (21957-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 69.3 percent / aq. NaOH / 70 °C

2: 74.46 percent / acetyl chloride / 2 h / Heating

With sodium hydroxide; acetyl chloride;

DOI:10.1016/S0968-0896(02)00079-2

upstream raw materials:

N-tosyl-L-glutamic acid

acetic acid-[5-oxo-1-(toluene-4-sulfonyl)-L-proline]-anhydride

L-glutamic acid

p-toluenesulfonyl chloride

Downstream raw materials:

4-[N-(toluene-4-sulfonyl)-L-γ-glutamyl]-morpholine

5-oxo-1-(toluene-4-sulfonyl)-L-thioproline-S-(4-nitro-phenyl ester)

N-[N-(toluene-4-sulfonyl)-L-γ-glutamyl]-L-tyrosine ethyl ester

N-(toluene-4-sulfonyl)-L-γ-glutamyl=>glycyl=>L-glutamic acid diethyl ester