(3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(3-fluoropropylsulfanylmethyl)oxolane-3,4-diol

Base Information

Chemical Name:(3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(3-fluoropropylsulfanylmethyl)oxolane-3,4-diol
CAS No.:134782-20-0
Molecular Formula:C₁₃H₁₈FN₅O₃S
Molecular Weight:343.382
Hs Code.:
DSSTox Substance ID:DTXSID40928759
ChEMBL ID:CHEMBL611249

Synonyms:5'-deoxy-5'-((2-monofluoroethyl)thio)adenosine;5-DMETA

Suppliers and Price of (3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(3-fluoropropylsulfanylmethyl)oxolane-3,4-diol

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 2 raw suppliers

Chemical Property of (3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(3-fluoropropylsulfanylmethyl)oxolane-3,4-diol

Chemical Property:

Boiling Point:658.8°Cat760mmHg
Flash Point:352.3°C
PSA：144.61000
Density:1.74g/cm³
LogP:0.70170
XLogP3:0.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:6
Exact Mass:343.11143879
Heavy Atom Count:23
Complexity:399

Purity/Quality:: 85.0-99.8% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CSCCCF)O)O)N
Isomeric SMILES:C1=NC(=C2C(=N1)N(C=N2)C3[C@@H]([C@@H]([C@H](O3)CSCCCF)O)O)N

Technology Process of (3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(3-fluoropropylsulfanylmethyl)oxolane-3,4-diol

There total 3 articles about (3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(3-fluoropropylsulfanylmethyl)oxolane-3,4-diol 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: 70.5%

: 134782-19-7
9-[(3aR,4R,6S,6aS)-6-(3-Fluoro-propylsulfanylmethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-ylamine

: 134782-20-0
5'-deoxy-5'-<(3-monofluoropropyl)thio>adenosine

Guidance literature:: With formic acid;
DOI:10.1021/jm00112a039

Reference yield:

: 134782-18-6
5'-deoxy-5'-<(3-hydroxypropyl)thio>-2',3'-O-isopropylideneadenosine

: 134782-20-0
5'-deoxy-5'-<(3-monofluoropropyl)thio>adenosine

Guidance literature:: Multi-step reaction with 2 steps

1: 16 percent / diethylamidosulfur trifluoride (DAST) / CH₂Cl₂ / 2 h

2: 70.5 percent / 70percent aq. HCOOH

With formic acid; diethylamino-sulfur trifluoride; In dichloromethane;
DOI:10.1021/jm00112a039

Reference yield:

: 24514-56-5
9-((3aR,4R,6S,6aS)-6-(chloromethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine

: 134782-20-0
5'-deoxy-5'-<(3-monofluoropropyl)thio>adenosine

Guidance literature:: Multi-step reaction with 3 steps

1: 76.3 percent / aq. NaOH / 2 h / 93 °C

2: 16 percent / diethylamidosulfur trifluoride (DAST) / CH₂Cl₂ / 2 h

3: 70.5 percent / 70percent aq. HCOOH

With sodium hydroxide; formic acid; diethylamino-sulfur trifluoride; In dichloromethane;
DOI:10.1021/jm00112a039