[(1S,2S,3R)-3-(6-aminopurin-9-yl)-2-(hydroxymethyl)cyclobutyl]methanol

Base Information

Chemical Name:[(1S,2S,3R)-3-(6-aminopurin-9-yl)-2-(hydroxymethyl)cyclobutyl]methanol
CAS No.:132436-36-3
Molecular Formula:C₁₁H₁₅N₅O₂
Molecular Weight:249.272
Hs Code.:
DSSTox Substance ID:DTXSID70388206

Synonyms:[(1S,2S,3R)-3-(6-aminopurin-9-yl)-2-(hydroxymethyl)cyclobutyl]methanol;132436-36-3;SCHEMBL8537239;DTXSID70388206;9-(cis-2,3-bis(CH2OH)cyclobutyl)A;1',2'-cis-9-[2,3-Dihydroxymethyl)cyclobutyl]adenine;1,2-Cyclobutanedimethanol, 3-(6-amino-9H-purin-9-yl)-, (1a,2a,3a)-

Suppliers and Price of [(1S,2S,3R)-3-(6-aminopurin-9-yl)-2-(hydroxymethyl)cyclobutyl]methanol

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
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Total 1 raw suppliers

Chemical Property of [(1S,2S,3R)-3-(6-aminopurin-9-yl)-2-(hydroxymethyl)cyclobutyl]methanol

Chemical Property:

XLogP3:-1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:249.12257474
Heavy Atom Count:18
Complexity:305

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:C1C(C(C1N2C=NC3=C(N=CN=C32)N)CO)CO
Isomeric SMILES:C1[C@@H]([C@@H]([C@@H]1N2C=NC3=C(N=CN=C32)N)CO)CO

Technology Process of [(1S,2S,3R)-3-(6-aminopurin-9-yl)-2-(hydroxymethyl)cyclobutyl]methanol

There total 28 articles about [(1S,2S,3R)-3-(6-aminopurin-9-yl)-2-(hydroxymethyl)cyclobutyl]methanol 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%

: 9-[(1R,2R,3S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-cyclobutyl]-9H-purin-6-ylamine

: 124770-85-0,124819-87-0,126187-01-7,129261-92-3,130464-64-1,132294-13-4,132436-35-2,132436-36-3
(+/-)-9-<(1β,2α,3β)-2,3-bis(hydroxymethyl)-1-cyclobutyl>adenine

Guidance literature:: With acetic acid; at 90 ℃; for 1.5h;
DOI:10.1039/c39930000589

Reference yield: 77.0%

: 9-[t-2',c-3'-bis(methoxycarbonyl)cyclobut-1'-yl]adenine

: 124770-85-0,124819-87-0,126187-01-7,129261-92-3,130464-64-1,132294-13-4,132436-35-2,132436-36-3
(+/-)-9-<(1β,2α,3β)-2,3-bis(hydroxymethyl)-1-cyclobutyl>adenine

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 5h; Heating;
DOI:10.1246/cl.1995.407

Reference yield:

: 15210-38-5
(trans)-3,3-diethoxy-1,2-cyclobutanedicarboxylic acid,diethyl ester

: 124770-85-0,124819-87-0,126187-01-7,129261-92-3,130464-64-1,132294-13-4,132436-35-2,132436-36-3
(+/-)-9-<(1β,2α,3β)-2,3-bis(hydroxymethyl)-1-cyclobutyl>adenine

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) lithium aluminum hydride / 1.) THF, ether 2.) pyridine

2: p-toluenesulfonic acid / acetone

3: 93 percent / hydroxylamine

4: 20 percent / H₂ / platinum oxide

6: liquid ammonia / 40 °C

7: aq. sodium hydroxide

With sodium hydroxide; lithium aluminium tetrahydride; ammonia; hydrogen; hydroxylamine; toluene-4-sulfonic acid; platinum(IV) oxide; In acetone;
DOI:10.1248/cpb.37.1413