9-((3aR,4R,6R,6aR)-2,2-Dimethyl-6-((methylamino)methyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine

Base Information

• Chemical Name: 9-((3aR,4R,6R,6aR)-2,2-Dimethyl-6-((methylamino)methyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine
• CAS No.: 34245-49-3
• Molecular Formula: C14H20N6O3
• Molecular Weight: 320.351
• DSSTox Substance ID: DTXSID40452322
• Wikidata: Q82272878
• Mol file: 34245-49-3.mol

Synonyms:34245-49-3;9-((3aR,4R,6R,6aR)-2,2-Dimethyl-6-((methylamino)methyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine;CID 11023641;9-[(3aR,4R,6R,6aR)-2,2-dimethyl-6-(methylaminomethyl)-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]purin-6-amine;9-((3AR,4R,6R,6aR)-2,2-Dimethyl-6-((methylamino)methyl)-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine;SCHEMBL9104337;DTXSID40452322;SJXNSGJHLDXAIO-QYVSTXNMSA-N;AKOS016004010;CS-W018382;D77843

Chemical Property of 9-((3aR,4R,6R,6aR)-2,2-Dimethyl-6-((methylamino)methyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine

Chemical Property:

• PSA: 109.34000
• LogP: 1.01750
• Storage Temp.: 2-8°C
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 320.15968852
• Heavy Atom Count: 23
• Complexity: 452

Purity/Quality:

97% ^*data from raw suppliers

9-((3AR,4R,6R,6aR)-2,2-Dimethyl-6-((methylamino)methyl)-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(OC2C(OC(C2O1)N3C=NC4=C(N=CN=C43)N)CNC)C
• Isomeric SMILES: CC1(O[C@@H]2[C@H](O[C@H]([C@@H]2O1)N3C=NC4=C(N=CN=C43)N)CNC)C

Technology Process of 9-((3aR,4R,6R,6aR)-2,2-Dimethyl-6-((methylamino)methyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-amine

There total 6 articles about 9-((3aR,4R,6R,6aR)-2,2-Dimethyl-6-((methylamino)methyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-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: 88.0%

((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-methylbenzenesulfonate (5605-63-0) + methylamine (74-89-5) → 5'-deoxy-5'-methylamino-2',3'-O,O-(1-methylethylidene)adenosine (34245-49-3)

Guidance literature:

for 72h; Ambient temperature;

Reference yield: 84.0%

5'-deoxy-5'-N-methyl-N-o-nitrobenzenesulfonylamino-2',3'-O,O-(1-methylethylidene)adenosine (1194995-79-3) → 5'-deoxy-5'-methylamino-2',3'-O,O-(1-methylethylidene)adenosine (34245-49-3)

Guidance literature:

With caesium carbonate; thiophenol; In acetonitrile; for 18h;

DOI:10.1039/b816495a

Reference yield:

2',3'-isopropylidene adenosine (362-75-4) → 5'-deoxy-5'-methylamino-2',3'-O,O-(1-methylethylidene)adenosine (34245-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride

2: 0.392 g / Heating

With thionyl chloride;

DOI:10.1021/jm0201621

upstream raw materials:

((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-methylbenzenesulfonate

methylamine

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

2',3'-isopropylidene adenosine

Downstream raw materials:

4-({[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-methyl-amino}-methyl)-benzonitrile

2-({[(3aR,4R,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-methyl-amino}-methyl)-benzonitrile

N⁴-(5'-adenosyl)-N⁴-methyl-2-(R,S),4-diaminobutanoic acid

5'-deoxy-5'-N-methyl-N-[4-{(S)-2-(N-tert-butoxycarbonyl)amino-butyric acid}] benzyl ester-2',3'-O,O-(1-methylethylidene)adenosine