9-(((2R,3S,4R,5S)-5-allyl-4-(allyloxy)-3-(benzyloxy)tetrahydrofuran-2-yl)methyl)-9H-purin-6-amine

Base Information

Chemical Name:9-(((2R,3S,4R,5S)-5-allyl-4-(allyloxy)-3-(benzyloxy)tetrahydrofuran-2-yl)methyl)-9H-purin-6-amine
CAS No.:1391597-16-2
Molecular Formula:C₂₅H₃₁N₅O₃
Molecular Weight:449.553
Hs Code.:

Synonyms:9-(((2R,3S,4R,5S)-5-allyl-4-(allyloxy)-3-(benzyloxy)tetrahydrofuran-2-yl)methyl)-9H-purin-6-amine

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Chemical Property of 9-(((2R,3S,4R,5S)-5-allyl-4-(allyloxy)-3-(benzyloxy)tetrahydrofuran-2-yl)methyl)-9H-purin-6-amine

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Technology Process of 9-(((2R,3S,4R,5S)-5-allyl-4-(allyloxy)-3-(benzyloxy)tetrahydrofuran-2-yl)methyl)-9H-purin-6-amine

There total 4 articles about 9-(((2R,3S,4R,5S)-5-allyl-4-(allyloxy)-3-(benzyloxy)tetrahydrofuran-2-yl)methyl)-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:

: 34370-91-7,59358-33-7,68354-70-1,70798-12-8,19139-80-1
3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

: 1391597-16-2
9-(((2R,3S,4R,5S)-5-allyl-4-(allyloxy)-3-(benzyloxy)tetrahydrofuran-2-yl)methyl)-9H-purin-6-amine

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutylammomium bromide; sodium hydroxide / dichloromethane / 12.5 h / 20 °C

2: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 - 20 °C

3: pyridine / dichloromethane / 1 h / 0 °C

4: 18-crown-6 ether; potassium carbonate / 14 h / Reflux

With pyridine; 18-crown-6 ether; boron trifluoride diethyl etherate; tetrabutylammomium bromide; potassium carbonate; sodium hydroxide; In dichloromethane;
DOI:10.1021/ol301851q

Reference yield:

: 1391597-15-1
(2S,3S,4R,5R)-2-allyl-5-(allyloxymethyl)-4-(benzyloxy)tetrahydrofuran-3-ol

: 1391597-16-2
9-(((2R,3S,4R,5S)-5-allyl-4-(allyloxy)-3-(benzyloxy)tetrahydrofuran-2-yl)methyl)-9H-purin-6-amine

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 1 h / 0 °C

2: 18-crown-6 ether; potassium carbonate / 14 h / Reflux

With pyridine; 18-crown-6 ether; potassium carbonate; In dichloromethane;
DOI:10.1021/ol301851q

Reference yield:

: 167777-14-2
(3aR,5R,6S,6aR)-5-(allyloxymethyl)-6-(benzyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole

: 1391597-16-2
9-(((2R,3S,4R,5S)-5-allyl-4-(allyloxy)-3-(benzyloxy)tetrahydrofuran-2-yl)methyl)-9H-purin-6-amine

Guidance literature:: Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 - 20 °C

2: pyridine / dichloromethane / 1 h / 0 °C

3: 18-crown-6 ether; potassium carbonate / 14 h / Reflux

With pyridine; 18-crown-6 ether; boron trifluoride diethyl etherate; potassium carbonate; In dichloromethane;
DOI:10.1021/ol301851q