2-Deoxy-beta-D-ribopyranose

Base Information

• Chemical Name: 2-Deoxy-beta-D-ribopyranose
• CAS No.: 22900-10-3
• Molecular Formula: C5H10O4
• Molecular Weight: 134.132
• European Community (EC) Number: 863-408-5
• UNII: RVU9DR3758
• DSSTox Substance ID: DTXSID301298902
• Nikkaji Number: J83.231F
• Mol file: 22900-10-3.mol

Synonyms:2-Deoxy-beta-D-ribopyranose;22900-10-3;2-Deoxy-D-riboside;(2R,4S,5R)-oxane-2,4,5-triol;2-deoxy-beta-d-erythro-pentopyranose;RVU9DR3758;.beta.-D-erythro-Pentopyranose, 2-deoxy-;TETRAHYDRO-2H-PYRAN-2,4,5-TRIOL;beta-D-2-Deoxyribopyranose;UNII-RVU9DR3758;SCHEMBL7741617;DTXSID301298902;MFCD00075730;.BETA.-D-2-DEOXYRIBOPYRANOSE;2-DEOXY-.BETA.-D-RIBOPYRANOSE;beta-D-Erythro-pentopyranose, 2-deoxy-;s11335;CS-0180886;D-erythro-Pentopyranose, 2-deoxy-, .beta.-;EN300-253867;UZJ

Chemical Property of 2-Deoxy-beta-D-ribopyranose

Chemical Property:

• PSA: 69.92000
• LogP: -1.55310
• 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: 95

Purity/Quality:

98%, ^*data from raw suppliers

(2R,4S,5R)-oxane-2,4,5-triol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(COC1O)O)O
• Isomeric SMILES: C1[C@@H]([C@@H](CO[C@H]1O)O)O

Technology Process of 2-Deoxy-beta-D-ribopyranose

There total 54 articles about 2-Deoxy-beta-D-ribopyranose 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: 95.0%

(3S,4R)-6-methoxytetrahydro-2H-pyran-3,4-diol (817621-81-1) → (4R,5S)-tetrahydro-2H-pyran-2,4,5-triol (22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7)

Guidance literature:

With benzoic acid; In water; for 1h; Heating;

DOI:10.1055/s-2006-950401

Reference yield: 81.0%

(+)-3,5-O-benzylidene-2-deoxy-L-riboaldose (288069-43-2) → (4R,5S)-tetrahydro-2H-pyran-2,4,5-triol (22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1080/00397910008086866

Reference yield: 80.0%

2-deoxy-L-ribose dimethyl acetal (89736-30-1) → (4R,5S)-tetrahydro-2H-pyran-2,4,5-triol (22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7)

Guidance literature:

With ion-exchange resin KU-2; In water; at 20 ℃; for 2h;

upstream raw materials:

9-(2-Deoxy-alpha-D-erythro-pentopyranosyl)-adenine

(2R,3S)-5-(Phenyl-hydrazono)-pentane-1,2,3-triol

acetaldehyde

Glyceraldehyde

Downstream raw materials:

methyl-2-deoxyribopyranoside

1-O-methyl-2-deoxy-D-ribofuranoside

(2R,4R,5S)-4-(6-p-Tolylamino-purin-9-yl)-tetrahydro-pyran-2,5-diol

(2S,4R,5S)-4-(6-p-Tolylamino-purin-9-yl)-tetrahydro-pyran-2,5-diol