1,2-Ethanediol, 1-(2-furanyl)-, (1R)-

Base Information

• Chemical Name: 1,2-Ethanediol, 1-(2-furanyl)-, (1R)-
• CAS No.: 14086-08-9
• Molecular Formula: C6H8O3
• Molecular Weight: 128.128
• DSSTox Substance ID: DTXSID50447941
• Nikkaji Number: J776.771D
• Wikidata: Q77424040
• Metabolomics Workbench ID: 110637
• Mol file: 14086-08-9.mol

Synonyms:14086-08-9;(R)-1-(Furan-2-yl)ethane-1,2-diol;(1R)-1-(2-Furanyl)-1,2-ethanediol;1,2-Ethanediol, 1-(2-furanyl)-, (1R)-;(1R)-1-(FURAN-2-YL)ETHANE-1,2-DIOL;SCHEMBL5029010;DTXSID50447941;AMY16113;MFCD15145912;(R)-1-(2-Furyl)-1,2-ethanediol;2-(D-glycerol-1,2-dihydroxyethyl)furan;AS-49515;CS-0445819;I11131;A928771

Chemical Property of 1,2-Ethanediol, 1-(2-furanyl)-, (1R)-

Chemical Property:

• PSA: 53.60000
• LogP: 0.30530
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 128.047344113
• Heavy Atom Count: 9
• Complexity: 84.4

Purity/Quality:

97% ^*data from raw suppliers

(1r)-1-(2-Furanyl)-1,2-ethanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)C(CO)O
• Isomeric SMILES: C1=COC(=C1)[C@@H](CO)O
• General Description: (1R)-1-(2-furanyl)-1,2-Ethanediol is an optically active furan diol derived from D-glucal or furfural through efficient, mild, and environmentally friendly synthetic methods, such as ionic liquid-mediated or metal-catalyzed transformations. It serves as a key intermediate in the enantioselective synthesis of deoxysugars and can be obtained with high enantiomeric purity via enzymatic kinetic resolution. (1R)-1-(2-furanyl-)-1,2-Ethanediol's stereochemistry and functional groups make it valuable for applications in asymmetric synthesis and green chemistry.

Technology Process of 1,2-Ethanediol, 1-(2-furanyl)-, (1R)-

There total 31 articles about 1,2-Ethanediol, 1-(2-furanyl)-, (1R)- 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: 100.0%

(1R)-(2-furyl)ethane-1,2-diol diacetate (53735-79-8) → (R)-2-(2-furyl)-1,2-ethanediol (14086-08-9)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1016/S0957-4166(00)00052-5

Reference yield: 100.0%

1,6-anhydro-2,3-dideoxy-β-D-erythro-hex-2-enopyranose (58394-31-3,52630-80-5,52630-81-6) → (R)-2-(2-furyl)-1,2-ethanediol (14086-08-9)

Guidance literature:

In chloroform-d1; at 20 ℃; for 192h; Acidic conditions;

DOI:10.1016/j.tet.2018.08.041

Reference yield: 97.0%

D-glucal (13265-84-4) → (R)-2-(2-furyl)-1,2-ethanediol (14086-08-9)

Guidance literature:

With sulfuric acid; mercury(II) sulfate;

DOI:10.1016/S0040-4039(00)80646-2

upstream raw materials:

D-glucal

2-(2-hydroxyacetyl)furan

D-galactal

furfural

Downstream raw materials:

(R)-2-(furan-2-yl)-2-hydroxyethyl 4-methylbenzenesulfonate

2-<1,2-bis-(tert-butyldiphenylsiloxy)ethyl>furan

(2R) 1-<(t-butyldiphenylsilyl)oxy>-2-furanylethanol

(1′R)-2-{1′-[(tert-butyldiphenylsilyl)oxy]-2′-[(tert-butyldimethylsilyl)oxy]ethyl}furan