Tetrahydrothiophene-2-carboxylic acid 1,1-dioxide

Base Information

• Chemical Name: Tetrahydrothiophene-2-carboxylic acid 1,1-dioxide
• CAS No.: 80548-40-9
• Molecular Formula: C₅H₈O₄S
• Molecular Weight: 164.182
• European Community (EC) Number: 819-144-8
• NSC Number: 140355
• DSSTox Substance ID: DTXSID40301003
• Mol file: 80548-40-9.mol

Synonyms:tetrahydrothiophene-2-carboxylic acid 1,1-dioxide;80548-40-9;1,1-dioxothiolane-2-carboxylic acid;NSC140355;SCHEMBL3533041;DTXSID40301003;MFCD20621123;AKOS024197537;CS-W023149;NSC-140355;AS-39767;FT-0699010;EN300-88656;1,1-dioxo-1lambda6-thiolane-2-carboxylic acid;tetrahydrothiophene-2-carboxylicacid1,1-dioxide;Z1259179102

Chemical Property of Tetrahydrothiophene-2-carboxylic acid 1,1-dioxide

Chemical Property:

• Vapor Pressure: 6.18E-10mmHg at 25°C
• Boiling Point: 465°Cat760mmHg
• PKA: 2.49±0.20(Predicted)
• Flash Point: 235°C
• PSA: 79.82000
• Density: 1.526g/cm³
• LogP: 0.72900
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 164.01432991
• Heavy Atom Count: 10
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Tetrahydrothiophene-2-carboxylicAcid1,1-Dioxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(S(=O)(=O)C1)C(=O)O

Technology Process of Tetrahydrothiophene-2-carboxylic acid 1,1-dioxide

There total 2 articles about Tetrahydrothiophene-2-carboxylic acid 1,1-dioxide 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:

sulfolane (126-33-0,208252-54-4) + carbon dioxide (124-38-9,18923-20-1) → tetrahydrothiophene-2-carboxylic acid 1,1-dioxide (80548-40-9)

Guidance literature:

sulfolane; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 0.666667h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; at -50 - 20 ℃; for 73h;

Reference yield:

→ tetrahydrothiophene-2-carboxylic acid 1,1-dioxide (80548-40-9)

Guidance literature:

With potassium permanganate; sodium carbonate;

Reference yield:

tetrahydrothiophene-2-carboxylic acid 1,1-dioxide (80548-40-9) → (S)-2-[(1,1-Dioxo-tetrahydro-1λ6-thiophene-2-carbonyl)-amino]-3-(2'-methoxy-biphenyl-4-yl)-propionic acid

Guidance literature:

Multi-step reaction with 2 steps

1: PyBOP; DIEA

2: TFA / CH₂Cl₂

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0960-894X(02)00210-X

upstream raw materials:

sulfolane

carbon dioxide

Refernces