9-[5-O-(Methanesulfonyl)-2,3-O-(1-methylethylidene)pentofuranosyl]-9H-purin-6-amine

Base Information

Chemical Name:9-[5-O-(Methanesulfonyl)-2,3-O-(1-methylethylidene)pentofuranosyl]-9H-purin-6-amine
CAS No.:7687-45-8
Molecular Formula:C₁₄H₁₉N₅O₆S
Molecular Weight:385.401
Hs Code.:
NSC Number:97114
DSSTox Substance ID:DTXSID40998174

Synonyms:NSC97114;DTXSID40998174;NSC-97114;9-[5-O-(Methanesulfonyl)-2,3-O-(1-methylethylidene)pentofuranosyl]-9H-purin-6-amine

Suppliers and Price of 9-[5-O-(Methanesulfonyl)-2,3-O-(1-methylethylidene)pentofuranosyl]-9H-purin-6-amine

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 9-[5-O-(Methanesulfonyl)-2,3-O-(1-methylethylidene)pentofuranosyl]-9H-purin-6-amine

Chemical Property:

Vapor Pressure:1.77E-17mmHg at 25°C
Boiling Point:663.6°Cat760mmHg
Flash Point:355.1°C
Density:1.79g/cm³
XLogP3:-0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:4
Exact Mass:385.10560452
Heavy Atom Count:26
Complexity:642

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:CC1(OC2C(OC(C2O1)N3C=NC4=C(N=CN=C43)N)COS(=O)(=O)C)C

Technology Process of 9-[5-O-(Methanesulfonyl)-2,3-O-(1-methylethylidene)pentofuranosyl]-9H-purin-6-amine

There total 2 articles about 9-[5-O-(Methanesulfonyl)-2,3-O-(1-methylethylidene)pentofuranosyl]-9H-purin-6-amine 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: 100.0%

: 362-75-4
2',3'-isopropylidene adenosine

: 124-63-0
methanesulfonyl chloride

: 68179-90-8,7687-45-8
((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/ol9009859

Reference yield:

: 58-61-7
adenosine

: 68179-90-8,7687-45-8
((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

2: pyridine / 2 h / 0 °C

With pyridine;
DOI:10.1080/15257779508014657

Reference yield:

: 68179-90-8,7687-45-8
((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl methanesulfonate

: 1381761-52-9
1-(3-((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(isopropyl)amino)propyl)-3-(4-(tertbutyl)phenyl)urea

Guidance literature:: Multi-step reaction with 3 steps

1: dmap / 22 h / 60 °C

2: sodium cyanoborohydride; acetic acid / ethanol / 12 h / 20 - 45 °C / Molecular sieve

3: trifluoroacetic acid / water / 2 h

With dmap; sodium cyanoborohydride; acetic acid; trifluoroacetic acid; In ethanol; water;
DOI:10.1002/chem.201600259