(S)-(+)-3-Hydroxytetrahydrofuran

Base Information

• Chemical Name: (S)-(+)-3-Hydroxytetrahydrofuran
• CAS No.: 86087-23-2
• Molecular Formula: C4H8O2
• Molecular Weight: 88.1063
• Hs Code.: 29321900
• European Community (EC) Number: 425-090-2,617-795-0
• UNII: 3E76E9MC2H
• DSSTox Substance ID: DTXSID50893863
• Nikkaji Number: J146.588K
• Wikidata: Q72481890
• Mol file: 86087-23-2.mol

Synonyms:3-Furanol,tetrahydro-, (S)-;(+)-3-Hydroxytetrahydrofuran;(S)-(+)-Tetrahydrofuran-3-ol;(S)-3-Hydroxytetrahydrofuran;(S)-Tetrahydro-3-furanol;3S-Hydroxytetrahydrofuran;

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

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.255mmHg at 25°C
• Refractive Index: n20/D 1.45(lit.)
• Boiling Point: 181 °C at 760 mmHg
• PKA: 14.49±0.20(Predicted)
• Flash Point: 81.1 °C
• PSA: 29.46000
• Density: 1.148 g/cm³
• LogP: -0.23240
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol (Slightly)
• Water Solubility.: soluble
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 88.052429494
• Heavy Atom Count: 6
• Complexity: 44.8

Purity/Quality:

≥98.0% ^*data from raw suppliers

(S)-(+)-3-Hydroxytetrahydrofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCC1O
• Isomeric SMILES: C1COC[C@H]1O
• Uses: Amprenavir and Fosamprenavir intermediate (S)-(+)-3-Hydroxytetrahydrofuran is a useful reagent for the preparation of pyrazolo triazin ylamine derivatives as adenosine receptor antagonists.

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

There total 21 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: 99.8%

(3S)-4-chloro-1,3-butanediol (139013-68-6) → (S)-3-hydroxytetyrahydrofurane (86087-23-2,84921-89-1,864447-89-2)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In methanol; water;

Reference yield: 94.6%

4-chloro-3-hydroxy-1-butanol (145873-44-5) → (S)-3-hydroxytetyrahydrofurane (86087-23-2,84921-89-1,864447-89-2)

Guidance literature:

With hydrogenchloride; In water; at 50 ℃; for 4h; Solvent; Reagent/catalyst;

Reference yield: 93.0%

(S)-3-(4-Methoxy-benzyloxy)-tetrahydro-furan → ethyl p-methoxybenzyl sulfide (83318-92-7) + (S)-3-hydroxytetyrahydrofurane (86087-23-2,84921-89-1,864447-89-2)

Guidance literature:

With aluminium trichloride; ethanethiol; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1055/s-1997-990

upstream raw materials:

2,3-dihydro-2H-furan

2,5-dihydrofuran

(S)-1,2,4-butanetriol

4-chloro-3-hydroxy-1-butanol

Downstream raw materials:

(R)-3-(Cyclohexa-1,4-dienyloxy)-tetrahydro-furan

[(1S,2R)-1-Benzyl-2-hydroxy-2-((13S,16R)-13-isopropyl-12,15-dioxo-2,5,8-trioxa-11,14,17-triaza-bicyclo[17.2.2]tricosa-1⁽²²⁾,19⁽²³⁾,20-trien-16-yl)-ethyl]-carbamic acid (S)-(tetrahydro-furan-3-yl) ester

1-({[(3S)-tetrahydro-3-furanyloxy]carbonyl}oxy)-2,5-pyrrolidinedione

toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester

Refernces

• 1、 -. "Preparation method of (s)-3-hydroxytetrahydrofuran". Paragraph 0032; 0037-0039; 0044-0046; 0051-0053; 0058-0060. . Retrieved 2019/11/13.
• 2、 -. "Preparation method of (S)-3-hydroxytetrahydrofuran". Paragraph 0043. . Retrieved 2018/06/15.