(2S)-1-(benzenesulfonyl)pyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: (2S)-1-(benzenesulfonyl)pyrrolidine-2-carboxylic acid
• CAS No.: 88425-46-1
• Molecular Formula: C11H13NO4S
• Molecular Weight: 255.295
• European Community (EC) Number: 820-611-3
• DSSTox Substance ID: DTXSID201346740
• Nikkaji Number: J483.961G
• ChEMBL ID: CHEMBL384182

Synonyms:88425-46-1;(2S)-1-(benzenesulfonyl)pyrrolidine-2-carboxylic acid;L-Proline, 1-(phenylsulfonyl)-;N-Phenylsulfonyl-L-proline;(2S)-1-(phenylsulfonyl)pyrrolidine-2-carboxylic acid;N-phenylsulfonyl proline;N-benzenesulfonyl proline;SCHEMBL6997;N-(benzenesulfonyl)-Proline;(S)-1-(phenylsulfonyl)pyrrolidine-2-carboxylic acid;N-benzenesulfonyl-(L)-proline;CHEMBL384182;N-(benzenesulfonyl)-(L)-proline;JUSWZYFYLXTMLJ-JTQLQIEISA-N;DTXSID201346740;AKOS010373513;CS-0263503;EN300-87564;(S)-1-(phenylsulfonyl)pyrrolidine-2-carboxylicacid;(2S)-1-(benzenesulfonyl)pyrrolidine-2-carboxylicacid

Chemical Property of (2S)-1-(benzenesulfonyl)pyrrolidine-2-carboxylic acid

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 255.05652907
• Heavy Atom Count: 17
• Complexity: 381

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)S(=O)(=O)C2=CC=CC=C2)C(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)S(=O)(=O)C2=CC=CC=C2)C(=O)O

Technology Process of (2S)-1-(benzenesulfonyl)pyrrolidine-2-carboxylic acid

There total 12 articles about (2S)-1-(benzenesulfonyl)pyrrolidine-2-carboxylic 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: 100.0%

benzenesulfonyl chloride (98-09-9) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-benzenesulfonyl-L-proline (88425-46-1)

Guidance literature:

With sodium carbonate; In water; for 5h;

DOI:10.1016/j.ejmech.2017.04.029

Reference yield: 96.0%

N-(phenylsulfonyl)-L-proline methyl ester (288154-77-8) → N-benzenesulfonyl-L-proline (88425-46-1)

Guidance literature:

With lithium hydroxide; In methanol; at 23 ℃;

DOI:10.1124/jpet.102.047332

Reference yield: 90.4%

benzenesulfonyl chloride (98-09-9) + D-Prolin (344-25-2,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (R)-N-benzenesulfonylproline (88425-46-1,88425-47-2,122213-80-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jm050849w

upstream raw materials:

(R)-((S)-2-(6′-(acetoxymethyl)-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)-1-ethoxy-1-oxobutan-2-yl) 1-tosylpyrrolidine-2-carboxylate

benzenesulfonyl chloride

D-Prolin

1-(benzenesulfonyl)-3-methylimidazolium triflate

Downstream raw materials:

(R)-N-((S)-1-hydroxy-3-phenylpropan-2-yl)-1-(phenylsulfonyl)pyrrolidine-2-carboxamide

(S)-N-Benzenesulfonyl-2-hydroxymethylpyrrolidine

(2S)-2-({(2S)-1-[(phenylsulfonyl)pyrrolidin-2-yl]carbonyl}amino)-4-[(tert-butoxycarbonyl)amino]butanoic acid methyl ester

2-(S)-1-benzenesulfonylpyrrolidine-2-carbonitrile

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