1,2-Dideoxy-1-phenyl-beta ribofuranose

Base Information

• Chemical Name: 1,2-Dideoxy-1-phenyl-beta ribofuranose
• CAS No.: 95041-49-9
• Molecular Formula: C11H14 O3
• Molecular Weight: 194.23
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID40915149
• Nikkaji Number: J844.399H
• Wikidata: Q82886057
• Mol file: 95041-49-9.mol

Synonyms:1,2-dideoxy-1-phenyl-beta ribofuranose;1,2-dideoxy-1-phenyl-beta-D-ribofuranose;1,2-DPRF

Chemical Property of 1,2-Dideoxy-1-phenyl-beta ribofuranose

Chemical Property:

• Vapor Pressure: 1.28E-06mmHg at 25°C
• Boiling Point: 385.1°Cat760mmHg
• Flash Point: 186.7°C
• PSA: 49.69000
• Density: 1.217g/cm³
• LogP: 0.86980
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 177

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1C2=CC=CC=C2)CO)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1C2=CC=CC=C2)CO)O

Technology Process of 1,2-Dideoxy-1-phenyl-beta ribofuranose

There total 24 articles about 1,2-Dideoxy-1-phenyl-beta ribofuranose 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: 84.0%

1,2-dideoxy-1β-phenyl-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose (220511-65-9) → 1',2'-dideoxy-β-1'-phenyl-D-ribofuranose (95041-49-9)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; at 20 ℃; for 14h;

DOI:10.1055/s-2008-1067038

Reference yield: 81.0%

β-1′,2′-dideoxy-3′,5′-di-O-toluoyl-1′-(3-phenyl)-ribofuranose (164406-65-9) → 1',2'-dideoxy-β-1'-phenyl-D-ribofuranose (95041-49-9)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

DOI:10.1016/0040-4039(95)00145-3

Reference yield: 70.0%

3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1,2-dideoxy-β-1-phenyl-D-ribofuranose (137616-57-0) → 1',2'-dideoxy-β-1'-phenyl-D-ribofuranose (95041-49-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/ol990813w

upstream raw materials:

3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-1,2-dideoxy-β-1-phenyl-D-ribofuranose

(2R,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-phenyl-tetrahydro-furan-3-ol

β-1′,2′-dideoxy-3′,5′-di-O-toluoyl-1′-(3-phenyl)-ribofuranose

1,2-dideoxy-1β-phenyl-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose

Refernces

• 1、 Joubert, Nicolas,Urban, Milan,Pohl, Radek,Hocek, Michal. "Modular Synthesis of 4-aryl- and 4-amino-substituted benzene C-2′-Deoxyribonucleosides". experimental part. p. 1918 - 1932. Retrieved 2009/04/04.
• 2、 Wichai, Uthai,Woski, Stephen A.. "An improved route to 1,2-dideoxy-β-1-phenyl-D-ribofuranose". . p. 3465 - 3468. Retrieved 2007/10/03.