(S)-(+)-3-HYDROXYTETRAHYDROFURAN

Base Information

• Chemical Name: (S)-(+)-3-HYDROXYTETRAHYDROFURAN
• CAS No.: 79107-75-8
• Molecular Formula: C₄H₈OS
• Molecular Weight: 104.173
• Hs Code.: 2932190090
• Mol file: 79107-75-8.mol

Synonyms:Thiophene-3-ol,tetrahydro-, (S)-;

Chemical Property of (S)-(+)-3-HYDROXYTETRAHYDROFURAN

Chemical Property:

• Vapor Pressure: 0.255mmHg at 25°C
• Refractive Index: n20/D 1.45(lit.)
• Boiling Point: 181 °C at 760 mmHg
• PKA: 14.43±0.20(Predicted)
• Flash Point: 81.1 °C
• PSA: 29.46000
• Density: 1.148 g/cm³
• LogP: -0.23240
• Water Solubility.: soluble

Purity/Quality:

98%min ^*data from raw suppliers

(S)-tetrahydrothiophen-3-ol 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-(+)-3-HYDROXYTETRAHYDROFURAN

There total 5 articles about (S)-(+)-3-HYDROXYTETRAHYDROFURAN 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: 89.0%

(S)-(+)-4-bromo-1,2-epoxybutane (61847-07-2) → (S)-3-hydroxytetrahydrothiophene (79107-75-8,79107-71-4)

Guidance literature:

With sodium sulfide nonahydrate; In acetonitrile; at 20 ℃; for 14h;

DOI:10.1016/j.tetlet.2008.08.097

Reference yield: 88.0%

3(S)-(tetrahydropyranyloxy)tetrahydrothiophene (147949-22-2) → (S)-3-hydroxytetrahydrothiophene (79107-75-8,79107-71-4)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 12h;

DOI:10.1021/jm00034a016

Reference yield:

Tetrahydrothiophen-3-one (1003-04-9) → 3-(R)-hydroxytetrahydrothiophene (100937-75-5,79107-71-4) + (S)-3-hydroxytetrahydrothiophene (79107-75-8,79107-71-4)

Guidance literature:

With glucose dehydrogenase; D-glucose; ketoreductase; triethanolamine hydrochloride; β-nicotinamide adenine dinucleotide phosphate sodium salt; sodium hydroxide; at 20 ℃; for 24h; pH=7; optical yield given as %ee; aq. buffer; Inert atmosphere; Enzymatic reaction;

DOI:10.1021/op9002714

upstream raw materials:

2,3-dihydrothiophene

3(S)-(tetrahydropyranyloxy)tetrahydrothiophene

(S)-(+)-4-bromo-1,2-epoxybutane

Tetrahydrothiophen-3-one

Refernces

• 1、 Qu, Ge,Lonsdale, Richard,Yao, Peiyuan,Li, Guangyue,Liu, Beibei,Reetz, Manfred T.,Sun, Zhoutong. "Methodology Development in Directed Evolution: Exploring Options when Applying Triple-Code Saturation Mutagenesis". . p. 239 - 246. Retrieved 2018/02/09.
• 2、 Pienaar, Daniel P.,Mitra, Robin K.,Deventer, Thomas I. van,Botes, Adriana L.. "Synthesis of a variety of optically active hydroxylated heterocyclic compounds using epoxide hydrolase technology". scheme or table. p. 6752 - 6755. Retrieved 2009/04/06.