(S)-3-(Thiophen-2-ylthio)butanoic acid

Base Information

• Chemical Name: (S)-3-(Thiophen-2-ylthio)butanoic acid
• CAS No.: 133359-80-5
• Molecular Formula: C8H10O2S2
• Molecular Weight: 202.298
• European Community (EC) Number: 948-811-7
• DSSTox Substance ID: DTXSID40436445
• Nikkaji Number: J2.382.584H
• Wikidata: Q72508624
• Mol file: 133359-80-5.mol

Synonyms:(S)-3-(Thiophen-2-ylthio)butanoic acid;133359-80-5;(3S)-3-thiophen-2-ylsulfanylbutanoic acid;(S)-3-(2-thienylthio)butyric acid;(3S)-3-(2-thienylthio)butanoic acid;(S)-3-(Thiophen-2-ylthio)butanoicacid;SCHEMBL4323776;DTXSID40436445;SIFFRIHCTBGQTC-LURJTMIESA-N;AKOS015893062;Butanoic acid,3-(2-thienylthio)-,(3S)-;(3S)-3-(thiophen-2-ylsulfanyl)butanoic acid

Chemical Property of (S)-3-(Thiophen-2-ylthio)butanoic acid

Chemical Property:

• Boiling Point: 354.61 °C at 760 mmHg
• PKA: 4.25±0.10(Predicted)
• Flash Point: 168.262 °C
• PSA: 90.84000
• Density: 1.303 g/cm³
• LogP: 2.70340
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 202.01222190
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

99.9% ^*data from raw suppliers

(S)-3-(Thiophen-2-ylthio)butanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC(=O)O)SC1=CC=CS1
• Isomeric SMILES: C[C@@H](CC(=O)O)SC1=CC=CS1

Technology Process of (S)-3-(Thiophen-2-ylthio)butanoic acid

There total 5 articles about (S)-3-(Thiophen-2-ylthio)butanoic 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: 76.0%

(S)-3-(thiophen-2-ylthio)butanenitrile → (S)-3-(thien-2-ylthio)butyric acid (133359-80-5)

Guidance literature:

With Isobutyronitrile; Brevibacterium R₃₁₂pYG₈₁₁b; In phosphate buffer; acetonitrile; at 30 ℃; for 120h; pH=7; Further Variations:; Reagents; time; Product distribution; Kinetics;

DOI:10.1016/j.tetlet.2006.09.038

Reference yield:

D-(+)-methylbenzylamine (3S)-3-(2-thienylthio)butyrate salt (1197375-23-7) → (S)-3-(thien-2-ylthio)butyric acid (133359-80-5)

Guidance literature:

D-(+)-methylbenzylamine (3S)-3-(2-thienylthio)butyrate salt; With sodium hydroxide; In water; toluene; pH=11 - 12;

With hydrogenchloride; In water; toluene; pH=1 - 2; Product distribution / selectivity;

Reference yield:

methyl (S)-3-(thiophen-2-ylthio)butyrate (133359-79-2) → (S)-3-(thien-2-ylthio)butyric acid (133359-80-5)

Guidance literature:

With hydrogenchloride; In water; for 3h; Heating;

DOI:10.1021/jo00059a013

upstream raw materials:

methyl (S)-3-(thiophen-2-ylthio)butyrate

thiophene

(R)-4-methyloxetan-2-one

D-(+)-methylbenzylamine (3S)-3-(2-thienylthio)butyrate salt

Downstream raw materials:

(S)-5,6-dihydro-6-methylthieno<2,3-b>thiopyran-4-one

dorzolamide

5,6-dihydro-(R,S)-4-acetoxy-(S)-6-methyl-4H-thieno<2,3-b>thiopyran 7,7-dioxide

N-(5,6-dihydro-(S)-6-methyl-4H-thieno<2,3-b>thiopyran-4-yl)acetamide 7,7-dioxide

Refernces

• 1、 Gelo-Pujic,Marion,Mauger,Michalon,Schlama,Turconi. "Biohydrolysis of (S)-3-(thiophen-2-ylthio)butanenitrile". . p. 8119 - 8123. Retrieved 2006.
• 2、 Blacklock,Sohar,Butcher,Lamanec,Grabowski. "An enantioselective synthesis of the topically-active carbonic anhydrase inhibitor MK-0507: 5,6-dihydro-(S)-4-(ethylamino)-(S)-6-methyl-4H-thieno[2,3-b]thiopyran- 2-sulfonamide 7,7-dioxide hydrochloride". . p. 1672 - 1679. Retrieved 2007/10/02.