(S)-Pyrrolidin-2-ylmethanesulfonic acid

Base Information

• Chemical Name: (S)-Pyrrolidin-2-ylmethanesulfonic acid
• CAS No.: 127075-47-2
• Molecular Formula: C₅H₁₁NO₃S
• Molecular Weight: 165.213
• DSSTox Substance ID: DTXSID30925777
• Nikkaji Number: J876.491C
• Mol file: 127075-47-2.mol

Synonyms:(S)-Pyrrolidin-2-ylmethanesulfonic acid;127075-47-2;[(2S)-pyrrolidin-2-yl]methanesulfonic acid;DTXSID30925777;(Pyrrolidin-2-yl)methanesulfonic acid;AKOS006279246;(S)-Pyrrolidin-2-ylmethanesulfonicacid;(2S)-Pyrrolidine-2-methanesulfonic acid;A926728

Chemical Property of (S)-Pyrrolidin-2-ylmethanesulfonic acid

Chemical Property:

• Refractive Index: 1.509
• PSA: 74.78000
• Density: 1.329 g/cm³
• LogP: 1.03580
• Storage Temp.: 2-8°C
• XLogP3: -3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 165.04596439
• Heavy Atom Count: 10
• Complexity: 193

Purity/Quality:

98%min ^*data from raw suppliers

(S)-Pyrrolidin-2-ylmethanesulfonicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)CS(=O)(=O)O
• Isomeric SMILES: C1C[C@H](NC1)CS(=O)(=O)O

Technology Process of (S)-Pyrrolidin-2-ylmethanesulfonic acid

There total 13 articles about (S)-Pyrrolidin-2-ylmethanesulfonic 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: 86.0%

(7aS)-tetrahydropyrrolo[1,2-c]thiazol-3(1H)-thione (146377-03-9) → (S)-(+)-2-Pyrrolidinmethansulfonsaeure (127075-47-2)

Guidance literature:

With formic acid; dihydrogen peroxide; In water; at 0 - 5 ℃;

DOI:10.1002/ejoc.200900759

Reference yield: 83.0%

(S)-2-pyrrolidinemethanolmethanesulfonate hydrochloride → (S)-(+)-2-Pyrrolidinmethansulfonsaeure (127075-47-2)

Guidance literature:

With sodium sulfite; In water; for 24h; Ambient temperature;

DOI:10.1016/S0957-4166(97)00196-1

Reference yield: 75.0%

(S)-(-)-1-Aza-7-thiabicyclo<3.2.0>heptan-7,7-dioxid (85657-11-0) → (S)-(+)-2-Pyrrolidinmethansulfonsaeure (127075-47-2)

Guidance literature:

With water; for 0.0833333h;

DOI:10.1002/ardp.19903230208

upstream raw materials:

(S)-(-)-1-Aza-7-thiabicyclo<3.2.0>heptan-7,7-dioxid

(S)-tetrahydropyrrolo[1,2-c]thiazol-3(1H)-one

C₇H₁₃NO₄S

tert-butyl (2S)-2-{[(methylsulfonyl)oxy]methyl}-pyrrolidine-1-carboxylate

Refernces

• 1、 Giordano, Cesare,Sansone, Anna,Masi, Annalisa,Lucente, Gino,Punzi, Pasqualina,Mollica, Adriano,Pinnen, Francesco,Feliciani, Federica,Cacciatore, Ivana,Davis, Peg,Lai, Josephine,Ma, Shou-Wu,Porreca, Frank,Hruby, Victor. "Synthesis and activity of endomorphin-2 and morphiceptin analogues with proline surrogates in position 2". experimental part. p. 4594 - 4600. Retrieved 2010/10/19.
• 2、 Zhang, Wei,Wang, Boyuan,Chen, Ning,Du, Da-Ming,Xu, Jiaxi. "Expeditious and practical synthesis of various substituted taurines from amino alcohols". . p. 197 - 200. Retrieved 2008/12/20.