2-Deoxy-D-ribose

Base Information

• Chemical Name: 2-Deoxy-D-ribose
• CAS No.: 1724-14-7
• Deprecated CAS: 14050-34-1,176915-68-7,452-51-7,7208-80-2,18546-36-6
• Molecular Formula: C₅H₁₀O₄
• Molecular Weight: 134.132
• European Community (EC) Number: 217-028-6,208-573-0
• UNII: LSW4H01241
• DSSTox Substance ID: DTXSID701015730,DTXSID70883428
• Nikkaji Number: J6.332K
• Wikipedia: Deoxyribose
• Wikidata: Q27887395
• Mol file: 1724-14-7.mol

Synonyms:2 Deoxyribose;2-Deoxyribose;Deoxyribose

Chemical Property of 2-Deoxy-D-ribose

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 379.7°Cat760mmHg
• Flash Point: 197.6°C
• PSA: 0.00000
• Density: 1.319g/cm³
• LogP: 0.00000
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 134.05790880
• Heavy Atom Count: 9
• Complexity: 83

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Chemical Classes: Biological Agents -> Nucleic Acids and Derivatives
• Canonical SMILES: C(C=O)C(C(CO)O)O
• Isomeric SMILES: C(C=O)[C@@H]([C@@H](CO)O)O

Technology Process of 2-Deoxy-D-ribose

There total 13 articles about 2-Deoxy-D-ribose 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:

N'-[(2R,4R)-4-Allyl-2-phenyl-[1,3]dioxan-(5E)-ylidene]-N,N-dimethyl-hydrazine → 2-deoxy-D-ribose (533-67-5,1724-14-7,5284-18-4,18546-36-6,18546-37-7,40156-57-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / ammonium dihydrogen phosphate / tetrahydrofuran; H₂O / 7 h / Ambient temperature

2: NH₃ / tetrahydrofuran; H₂O / 4 h / Ambient temperature

3: NaBH₄ / tetrahydrofuran; H₂O / 0 °C / to RT

4: 1.) O₃; 2.) Me₂S / 1.) MeOH, -78 deg C; 2.) MeOH, -78 deg C to RT, overnight

5: aq. trifluoroacetic acid

With sodium tetrahydroborate; dihydrogen phosphate ammonium salt; dimethylsulfide; ammonia; ozone; trifluoroacetic acid; In tetrahydrofuran; water;

DOI:10.3891/acta.chem.scand.51-1041

Reference yield:

(2R,4R)-4-Allyl-2-phenyl-[1,3]dioxan-5-one → 2-deoxy-D-ribose (533-67-5,1724-14-7,5284-18-4,18546-36-6,18546-37-7,40156-57-8)

Guidance literature:

Multi-step reaction with 4 steps

1: NH₃ / tetrahydrofuran; H₂O / 4 h / Ambient temperature

2: NaBH₄ / tetrahydrofuran; H₂O / 0 °C / to RT

3: 1.) O₃; 2.) Me₂S / 1.) MeOH, -78 deg C; 2.) MeOH, -78 deg C to RT, overnight

4: aq. trifluoroacetic acid

With sodium tetrahydroborate; dimethylsulfide; ammonia; ozone; trifluoroacetic acid; In tetrahydrofuran; water;

DOI:10.3891/acta.chem.scand.51-1041

Reference yield:

(2R,4S)-4-Allyl-2-phenyl-[1,3]dioxan-5-one → 2-deoxy-D-ribose (533-67-5,1724-14-7,5284-18-4,18546-36-6,18546-37-7,40156-57-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / tetrahydrofuran; H₂O / 0 °C / to RT

2: 1.) O₃; 2.) Me₂S / 1.) MeOH, -78 deg C; 2.) MeOH, -78 deg C to RT, overnight

3: aq. trifluoroacetic acid

With sodium tetrahydroborate; dimethylsulfide; ozone; trifluoroacetic acid; In tetrahydrofuran; water;

DOI:10.3891/acta.chem.scand.51-1041

upstream raw materials:

5,5-dimethoxy-pent-2c-en-1-ol

5-hydroxy-pent-3-ynal-dimethylacetal

Downstream raw materials:

C₂₃H₂₄O₇

methyl 3,5-dibenzoyloxy-2-deoxy-α-D-erythropentofuranoside

methyl 3,5-dibenzoyloxy-2-deoxy-β-D-erythropentofuranoside

C₁₉H₁₈O₆

Refernces