(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)oxolane-2-carbonitrile

Base Information

Chemical Name:(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)oxolane-2-carbonitrile
CAS No.:50908-44-6
Molecular Formula:C6H9NO3
Molecular Weight:143.14
Hs Code.:2932190090
European Community (EC) Number:840-985-1
Mol file:50908-44-6.mol

Synonyms:1-cyano-2-deoxy-beta-D-erythropentofuranose;1-cyano-2-deoxyribose

Suppliers and Price of (2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)oxolane-2-carbonitrile

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 3 raw suppliers

Chemical Property of (2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)oxolane-2-carbonitrile

Chemical Property:

Vapor Pressure:3.38E-09mmHg at 25°C
Boiling Point:430°C at 760 mmHg
Flash Point:213.9°C
PSA：101.55000
Density:1.429g/cm³
LogP:-1.81672
XLogP3:-0.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:143.058243149
Heavy Atom Count:10
Complexity:162

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1C(OC(C1O)CO)C#N
Isomeric SMILES:C1[C@@H](O[C@@H]([C@H]1O)CO)C#N

Technology Process of (2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)oxolane-2-carbonitrile

There total 9 articles about (2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)oxolane-2-carbonitrile 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: 78.0%

: 940285-44-9
3,5-bis-O-(tert-butyldimethylsilyl)-2-deoxy-β-D-ribofuranosyl cyanide

: 50908-44-6
2-deoxy-β-D-ribofuranosyl cyanide

Guidance literature:: With tetra(tert-butyl)-ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1021/jo062206+

Reference yield:

: 940285-42-7
3,5-bis-O-(t-butyldiphenylsilyl)-2-deoxy-β-D-ribofuranosyl cyanide

: 50908-44-6
2-deoxy-β-D-ribofuranosyl cyanide

Guidance literature:: With tetra(tert-butyl)-ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1021/jo062206+

Reference yield:

: 452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3
D-2-deoxyribose

: 50908-44-6
2-deoxy-β-D-ribofuranosyl cyanide

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / aq. Br₂ / 72 h

2: imidazole / dimethylformamide / 12 h

3: DIBAL-H / diethyl ether / 5 h / -78 °C

4: 91 percent / triethylamine / CH₂Cl₂ / 0 - 20 °C

5: 35 percent / toluene / 12 h / 0 °C

6: 78 percent / t-Bu₄NF / tetrahydrofuran / 18 h / 20 °C

With 1H-imidazole; bromine; diisobutylaluminium hydride; tetra(tert-butyl)-ammonium fluoride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo062206+