beta-D-ribofuranose, 5-deoxy-

Base Information

• Chemical Name: beta-D-ribofuranose, 5-deoxy-
• CAS No.: 279673-09-5
• Molecular Formula: C5H10 O4
• Molecular Weight: 134.132
• DSSTox Substance ID: DTXSID60349629
• Wikidata: Q82125037
• Mol file: 279673-09-5.mol

Synonyms:beta-D-ribofuranose, 5-deoxy-;279673-09-5;SCHEMBL3637703;DTXSID60349629;AKOS025402204;AC-6195;beta-D-Ribofuranose, 5-deoxy- (9CI)

Chemical Property of beta-D-ribofuranose, 5-deoxy-

Chemical Property:

• Boiling Point: 277.7°Cat760mmHg
• Flash Point: 121.7°C
• PSA: 69.92000
• Density: 1.478g/cm³
• LogP: -1.55470
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 134.05790880
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(O1)O)O)O
• Isomeric SMILES: C[C@@H]1[C@H]([C@H]([C@@H](O1)O)O)O

Technology Process of beta-D-ribofuranose, 5-deoxy-

There total 11 articles about beta-D-ribofuranose, 5-deoxy- 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:

1-O-methyl-2,3-O-isopropylidene-5-deoxy-D-ribofuranose (78341-97-6) → (2R,3R,4S,5R)-5-methyltetrahydrofuran-2,3,4-triol (279673-09-5,947605-23-4)

Guidance literature:

With sulfuric acid; at 80 - 90 ℃;

Reference yield:

methyl 5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside (23202-81-5) → (2R,3R,4S,5R)-5-methyltetrahydrofuran-2,3,4-triol (279673-09-5,947605-23-4)

Guidance literature:

With sulfuric acid; In water; at 80 - 90 ℃; Large scale;

DOI:10.1021/acs.oprd.5b00286

Reference yield:

5-deoxy-2,3-O-isopropylidene-D-ribofuranose (132064-84-7) → (2R,3R,4S,5R)-5-methyltetrahydrofuran-2,3,4-triol (279673-09-5,947605-23-4)

Guidance literature:

With water; acetic acid; at 100 ℃; for 6h;

upstream raw materials:

5-deoxy-2,3-O-isopropylidene-D-ribofuranose

1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose

methyl 2,3-O-isopropylidene-5-O-p-tolylsulfonyl-β-D-ribofuranoside

methyl 5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside

Downstream raw materials:

1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose

capecitabine

(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate

N¹-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N⁴-(pentyloxycarbonyl)cytosine