[9-(2,2-dimethyl-6a-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-yl]-methyl-amine

Base Information

Chemical Name:[9-(2,2-dimethyl-6a-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-yl]-methyl-amine
CAS No.:661463-47-4
Molecular Formula:C₃₄H₃₃N₅O₃
Molecular Weight:559.668
Hs Code.:

[9-(2,2-dimethyl-6a-trityloxymethyl-4,6a-dihydro-3a<i>H</i>-cyclopenta[1,3]dioxol-4-yl)-9<i>H</i>-purin-6-yl]-methyl-amine

Synonyms:[9-(2,2-dimethyl-6a-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-yl]-methyl-amine

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Chemical Property of [9-(2,2-dimethyl-6a-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-yl]-methyl-amine

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Technology Process of [9-(2,2-dimethyl-6a-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-yl]-methyl-amine

There total 8 articles about [9-(2,2-dimethyl-6a-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-yl]-methyl-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: 91.0%

: 661463-51-0
6-chloro-9-[(3aS,4S,6aS)-2,2-dimethyl-6a-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl]-9H-purine

: 74-89-5
methylamine

: 661463-47-4
[9-(2,2-dimethyl-6a-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-yl]-methyl-amine

Guidance literature:: In methanol; at 80 ℃; for 0.5h;
DOI:10.1021/jo0503207

Reference yield:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 661463-47-4
[9-(2,2-dimethyl-6a-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-yl]-methyl-amine

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / tetrahydrofuran / 3 h / 0 °C

2: 85 percent / NaIO₄ / CH₂Cl₂ / 0.5 h / 20 °C

3: 95 percent / K₂CO₃ / H₂O; methanol / 36 h / pH 10 / Heating

4: 81 percent / potassium tert-butoxide / tetrahydrofuran / 15 h / 20 °C

5: 99 percent / second-generation Grubbs catalyst / CH₂Cl₂ / 2 h / 20 °C

6: 78 percent / 4-(dimethylamino)pyridine; pyridine / 20 h / 20 °C

7: 72 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 °C

8: 91 percent / methanol / 0.5 h / 80 °C

With pyridine; dmap; sodium periodate; potassium tert-butylate; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo0503207

Reference yield:

: 141436-58-0,126113-84-6
(-)-(1R)-1-[(4R,5S)-5-((1S)-1-hydroxyallyl)-2,2-dimethyl[1,3]dioxolan-4-yl]ethane-1,2-diol

: 661463-47-4
[9-(2,2-dimethyl-6a-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-9H-purin-6-yl]-methyl-amine

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / NaIO₄ / CH₂Cl₂ / 0.5 h / 20 °C

2: 95 percent / K₂CO₃ / H₂O; methanol / 36 h / pH 10 / Heating

3: 81 percent / potassium tert-butoxide / tetrahydrofuran / 15 h / 20 °C

4: 99 percent / second-generation Grubbs catalyst / CH₂Cl₂ / 2 h / 20 °C

5: 78 percent / 4-(dimethylamino)pyridine; pyridine / 20 h / 20 °C

6: 72 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 °C

7: 91 percent / methanol / 0.5 h / 80 °C

With pyridine; dmap; sodium periodate; potassium tert-butylate; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo0503207