86087-24-3

Basic information

• Product Name: (R)-(-)-3-Hydroxytetrahydrofuran
• Synonyms: (R)-(-)-TETRAHYDRO-3-FURANOL;(R)-(-)-3-HYDROXYTETRAHYDROFURAN;(R)-3-HYDROXYTETRAHYDROFURAN;(R)-(-)-3-HYDROXYTETRAHYDROFURANE;3-FURANOL, TETRAHYDRO-, (R);(R)-TETRAHYDROFURAN-3-OL ;(3R)-Tetrahydrofuran-3-ol;(3R)-Tetrahydrofuran-3α-ol
• CAS NO: 86087-24-3
• Molecular Formula: C4H8O2
• Molecular Weight: 88.11
• EINECS: 1308068-626-2
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;chiral;Tetrahydrofuran Series;Furans;Building Blocks for HIV Protease InhibitorsChiral Building Blocks;Cell Signaling Enzymes;Heterocyclic Building Blocks;HIV Protease Reagents&Envelope Proteins
• Mol File: 86087-24-3.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 181 °C(lit.)
• Flash Point: 180 °F
• Appearance: Clear colorless/Liquid
• Density: 1.097 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.255mmHg at 25°C
• Refractive Index: n20/D 1.45(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform, Methanol (Slightly)
• PKA: 14.49±0.20(Predicted)
• CAS DataBase Reference: (R)-(-)-3-Hydroxytetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-3-Hydroxytetrahydrofuran(86087-24-3)
• EPA Substance Registry System: (R)-(-)-3-Hydroxytetrahydrofuran(86087-24-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 86087-24-3(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

Uses

Different sources of media describe the Uses of 86087-24-3 differently. You can refer to the following data:
1. (R)-(-)-3-Hydroxytetrahydrofuran is used as a chemical reactant in the synthesis of pharmaceutical agents. Empagliflozin is synthesized using this reactant
2. (R)-(-)-3-Hydroxytetrahydrofuran may be used as building block in the synthesis of potent HIV protease inhibitors.

InChI:InChI=1/C4H8O2/c5-4-1-2-6-3-4/h4-5H,1-3H2/t4-/m1/s1

Upstream product

• 1191-99-7 2,3-dihydro-2H-furan 
• 1708-29-8 2,5-dihydrofuran 
• 145873-44-5 4-chloro-3-hydroxy-1-butanol 
• 453-20-3 3-Hydroxytetrahydrofuran 
• 27999-96-8 (+/-)-tetrahydrofuran-3-yl acetate 
• 42890-76-6 (S)-1,2,4-butanetriol 
• 106-97-8 n-butane 
• 125605-10-9 (3R)-4-chloro-1,3-butanediol 
• 22929-52-8 tetrahydrofuran-3-one 
• 1358604-08-6 (R)-tetrahydrofuran-3-yl 4-nitrobenzoate 
• 778-29-0 but-3-enyl 4-methylbenzenesulfonate 
• 108-05-4 vinyl acetate 
• 70005-88-8 (R)-1,2,4-butanetriol 

Downstream Products

• 460080-69-7 2-methoxy-5-nitro-1-((3R)-4-tetrahydrofuryloxy)benzene 
• 16766-63-5 5-phenyl-3,4-dihydro-2H-pyran 
• 1364632-45-0 [(3S)-tetrahydrofuran-3-yl]hydrazine hydrochloride 
• 915095-89-5 (S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)benzene 

Relevant articles and documents

Processes for the Preparation of SGLT-2 Inhibitors, Intermediates Thereof

The present invention relates to novel, improved processes for the preparation of sodium glucose co-transporter 2 (SGLT-2) inhibitors and novel intermediates thereof. More particularly, the present invention relates to a novel, improved process for the preparation of gliflozin compounds such as empagliflozin and dapagliflozin, intermediates thereof. The product obtained from the processes of present invention may be amorphous or crystalline, or in the form of amorphous/crystalline solid dispersions/solutions with pharmaceutically acceptable polymers and preparation process thereof. Also, the products obtained from the present invention may be used for the preparation of medicaments for the prevention and/or treatment of diseases and conditions associated with SGLT-2 inhibition.

A pharmaceutical intermediates (S)-3 - hydroxy tetrahydrofuran preparation method (by machine translation)

The invention provides a pharmaceutical intermediate (S)- 3 - hydroxy tetrahydrofuran preparation method. The method other than racemic 1, 2, 4 - butanetriol as raw materials synthesis of racemic 3 - hydroxy tetrahydrofuran, then esterification of racemic tetrahydrofuran-yl - 3 - fatty acid ester. By lipase hydrolysis in the racemic mixture of (R)- tetrahydrofuran-based - 3 - fatty acid ester after, in in the hydrolysis product under the condition of separating, using the mitsunobu reaction will be hydrolyzed to obtain the of (R)- 3 - hydroxy tetrahydrofuran is converted into (S)- tetrahydrofuran-based - 3 - carboxylic acid ester, finally under alkaline condition all of the tetrahydrofuran ester hydrolyzed to obtain the final product (S)- 3 - hydroxy tetrahydrofuran. (by machine translation)

(S)- 3 - hydroxy tetrahydrofuran and (R)- 3 - hydroxy tetrahydrofuran preparation method

The invention discloses a preparation method of (S)-3-hydroxytetrahydrofuran and (R)-3-hydroxytetrahydrofuran, relating to the technical field of preparation of five-element heterocyclic compounds containing one oxygen atom as the only heterocyclic atom. The method comprises the following steps: by using (S)-carnitine or (R)-carnitine as the initial raw material, carrying out reduction reaction in a reducer and an organic solvent to obtain (S) or (R)-2,4-dihydroxy-N,N,N-trimethyl butyl amine alkali; adding a hydrogen chloride organic solvent solution into an organic solvent to perform salification reaction to obtain (S) or (R)-2,4-dihydroxy-N,N,N-trimethyl butyl amine hydrochloride; and finally, adding alkali into a polar solvent, heating, and carrying out cyclization reaction to obtain the (S) or (R)-3-hydroxytetrahydrofuran. The method has the advantages of low cost, simple technique, high yield, cheap and accessible raw materials, short reaction steps, short period and low pollution, and is suitable for industrial production.