(2R,3R,4S,5S)-2-(6-(3-iodobenzylamino)-9H-purin-9-yl)-4-(aminomethyl)-5-(hydroxymethyl)-tetrahydrofuran-3-ol

Base Information

Chemical Name:(2R,3R,4S,5S)-2-(6-(3-iodobenzylamino)-9H-purin-9-yl)-4-(aminomethyl)-5-(hydroxymethyl)-tetrahydrofuran-3-ol
CAS No.:522607-99-4
Molecular Formula:C18H21IN6O3
Molecular Weight:496.308
Hs Code.:
DSSTox Substance ID:DTXSID90438419
Wikidata:Q82254164
Pharos Ligand ID:YPPTFP89FSDN
ChEMBL ID:CHEMBL144521
Mol file:522607-99-4.mol

Synonyms:522607-99-4;CHEMBL144521;(2R,3R,4S,5S)-4-(Aminomethyl)-5-(hydroxymethyl)-2-(6-((3-iodobenzyl)amino)-9H-purin-9-yl)tetrahydrofuran-3-ol;DTXSID90438419;BDBM50134814;(2R,3R,4S,5S)-2-(6-(3-iodobenzylamino)-9H-purin-9-yl)-4-(aminomethyl)-5-(hydroxymethyl)-tetrahydrofuran-3-ol;(2R,3R,4S,5S)-4-(aminomethyl)-5-(hydroxymethyl)-2-[6-[(3-iodophenyl)methylamino]purin-9-yl]oxolan-3-ol;(2R,3R,4S,5S)-4-Aminomethyl-5-hydroxymethyl-2-[6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-3-ol

Suppliers and Price of (2R,3R,4S,5S)-2-(6-(3-iodobenzylamino)-9H-purin-9-yl)-4-(aminomethyl)-5-(hydroxymethyl)-tetrahydrofuran-3-ol

Supply Marketing:

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

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Chemical Property of (2R,3R,4S,5S)-2-(6-(3-iodobenzylamino)-9H-purin-9-yl)-4-(aminomethyl)-5-(hydroxymethyl)-tetrahydrofuran-3-ol

Chemical Property:

XLogP3:0.8
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:6
Exact Mass:496.07199
Heavy Atom Count:28
Complexity:520

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC(=CC(=C1)I)CNC2=C3C(=NC=N2)N(C=N3)C4C(C(C(O4)CO)CN)O
Isomeric SMILES:C1=CC(=CC(=C1)I)CNC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)CN)O

Technology Process of (2R,3R,4S,5S)-2-(6-(3-iodobenzylamino)-9H-purin-9-yl)-4-(aminomethyl)-5-(hydroxymethyl)-tetrahydrofuran-3-ol

There total 8 articles about (2R,3R,4S,5S)-2-(6-(3-iodobenzylamino)-9H-purin-9-yl)-4-(aminomethyl)-5-(hydroxymethyl)-tetrahydrofuran-3-ol 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: 69.0%

: 844665-61-8
9-(3-C-azidomethyl-3-deoxy-β-D-ribofuranosyl)-N⁶-(3-iodobenzyl)adenine

: 522607-99-4
(2R,3R,4S,5S)-4-Aminomethyl-5-hydroxymethyl-2-[6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-3-ol

Guidance literature:: With pyridine; triphenylphosphine; at 20 ℃; for 1.5h;
DOI:10.1016/j.bmc.2004.11.044

Reference yield:

: 146035-68-9
[(3aR,5S,6R,6aR)-6-(azidomethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methoxy-tert-butyl-dimethylsilane

: 522607-99-4
(2R,3R,4S,5S)-4-Aminomethyl-5-hydroxymethyl-2-[6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: TBAF / tetrahydrofuran / 3 h / 20 °C

2.1: 2.2 g / pyridine / 2 h / 20 °C

3.1: aq. AcOH / 48 h / 60 °C

4.1: 1.42 g / pyridine / 3 h / 20 °C

5.1: 81 percent / (CH₃)3SiOSO₂CF₃ / 1,2-dichloro-ethane / 2 h / 83 °C

6.1: Et₃N / ethanol / Heating

7.1: 227 mg / NH₃; MeOH / 72 h / 20 °C

8.1: Ph₃P; pyridine / 1 h / 20 °C

8.2: 64 percent / aq. NH₃ / pyridine / 2 h / 20 °C

With pyridine; methanol; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; ammonia; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; 1,2-dichloro-ethane; 5.1: Vorbrueggen-type coupling;
DOI:10.1021/jm0300431

Reference yield:

: 362600-12-2
3-C-azidomethyl-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

: 522607-99-4
(2R,3R,4S,5S)-4-Aminomethyl-5-hydroxymethyl-2-[6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 2.2 g / pyridine / 2 h / 20 °C

2.1: aq. AcOH / 48 h / 60 °C

3.1: 1.42 g / pyridine / 3 h / 20 °C

4.1: 81 percent / (CH₃)3SiOSO₂CF₃ / 1,2-dichloro-ethane / 2 h / 83 °C

5.1: Et₃N / ethanol / Heating

6.1: 227 mg / NH₃; MeOH / 72 h / 20 °C

7.1: Ph₃P; pyridine / 1 h / 20 °C

7.2: 64 percent / aq. NH₃ / pyridine / 2 h / 20 °C

With pyridine; methanol; trimethylsilyl trifluoromethanesulfonate; ammonia; acetic acid; triethylamine; triphenylphosphine; In ethanol; 1,2-dichloro-ethane; 4.1: Vorbrueggen-type coupling;
DOI:10.1021/jm0300431