(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(2-methylphenyl)methylsulfanyl]purin-9-yl]oxolane-3,4-diol

Base Information

Chemical Name:(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(2-methylphenyl)methylsulfanyl]purin-9-yl]oxolane-3,4-diol
CAS No.:56964-78-4
Molecular Formula:C18H20N4O4S
Molecular Weight:388.447
Hs Code.:
DSSTox Substance ID:DTXSID20388377
Wikidata:Q82183309
Pharos Ligand ID:BXKC24DGGTZB
ChEMBL ID:CHEMBL540448

Synonyms:56964-78-4;(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(2-methylphenyl)methylsulfanyl]purin-9-yl]oxolane-3,4-diol;CHEMBL540448;DTXSID20388377;BDBM50412038;9H-Purine, 6-[[(2-methylphenyl)methyl]thio]-9-beta-D-ribofuranosyl-;(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-((2-methylbenzyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol;(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(o-tolylmethylsulfanyl)purin-9-yl]tetrahydrofuran-3,4-diol

Suppliers and Price of (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(2-methylphenyl)methylsulfanyl]purin-9-yl]oxolane-3,4-diol

Supply Marketing:

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

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Chemical Property of (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(2-methylphenyl)methylsulfanyl]purin-9-yl]oxolane-3,4-diol

Chemical Property:

XLogP3:2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:5
Exact Mass:388.12052631
Heavy Atom Count:27
Complexity:504

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CC=CC=C1CSC2=NC=NC3=C2N=CN3C4C(C(C(O4)CO)O)O
Isomeric SMILES:CC1=CC=CC=C1CSC2=NC=NC3=C2N=CN3[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O

Technology Process of (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(2-methylphenyl)methylsulfanyl]purin-9-yl]oxolane-3,4-diol

There total 4 articles about (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[(2-methylphenyl)methylsulfanyl]purin-9-yl]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: 95.0%

: 7341-24-4
2-methylbenzyl mercaptan

: 2004-06-0
6-Chloropurine riboside

: 56964-78-4
1-[6-(2-methyl-benzylsulfanyl)-purin-9-yl]-β-D-1-deoxy-ribofuranose

Guidance literature:: 6-Chloropurine riboside; With pyridine; trityl resin; for 48h;

2-methylbenzyl mercaptan; With triethylamine; In methanol; at 55 ℃; for 5h;

With chlorotriisopropylsilane; trifluoroacetic acid; In dichloromethane; for 0.166667h;
DOI:10.1021/jm030537y

Reference yield:

: 87-42-3
6-chloropurine

: 56964-78-4
1-[6-(2-methyl-benzylsulfanyl)-purin-9-yl]-β-D-1-deoxy-ribofuranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: 94 percent / hexamethyldisilazane; Me₃SiCl; trimethylsilyl triflate / acetonitrile / 2.5 h / Heating

2.1: 36 percent / NH₃ / methanol / 20 °C

3.1: trityl resin; pyridine / 48 h

3.2: Et₃N / methanol / 5 h / 55 °C

3.3: 95 percent / triisopropylsilane; trifluoroacetic acid / CH₂Cl₂ / 0.17 h

With pyridine; chloro-trimethyl-silane; trityl resin; trimethylsilyl trifluoromethanesulfonate; ammonia; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; acetonitrile;
DOI:10.1021/jm030537y

Reference yield:

: 14215-97-5
1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose

: 56964-78-4
1-[6-(2-methyl-benzylsulfanyl)-purin-9-yl]-β-D-1-deoxy-ribofuranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: 94 percent / hexamethyldisilazane; Me₃SiCl; trimethylsilyl triflate / acetonitrile / 2.5 h / Heating

2.1: 36 percent / NH₃ / methanol / 20 °C

3.1: trityl resin; pyridine / 48 h

3.2: Et₃N / methanol / 5 h / 55 °C

3.3: 95 percent / triisopropylsilane; trifluoroacetic acid / CH₂Cl₂ / 0.17 h

With pyridine; chloro-trimethyl-silane; trityl resin; trimethylsilyl trifluoromethanesulfonate; ammonia; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; acetonitrile;
DOI:10.1021/jm030537y