6-amino-9-[(3S,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)tetrahydrofuran-3-yl]purine

Base Information

Chemical Name:6-amino-9-[(3S,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)tetrahydrofuran-3-yl]purine
CAS No.:690661-05-3
Molecular Formula:C₂₄H₂₅N₅O₃
Molecular Weight:431.494
Hs Code.:

Synonyms:6-amino-9-[(3S,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)tetrahydrofuran-3-yl]purine

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Chemical Property of 6-amino-9-[(3S,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)tetrahydrofuran-3-yl]purine

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Technology Process of 6-amino-9-[(3S,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)tetrahydrofuran-3-yl]purine

There total 6 articles about 6-amino-9-[(3S,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)tetrahydrofuran-3-yl]purine 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: 58.0%

: 73-24-5
adenine

: 690997-48-9
Toluene-4-sulfonic acid (3S,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-3-yl ester

: 690661-05-3
6-amino-9-[(3S,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)tetrahydrofuran-3-yl]purine

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 16h;
DOI:10.1016/j.tetlet.2004.02.021

Reference yield:

: 1394922-54-3
C₂₄H₂₃ClN₄O₃

: 690661-05-3
6-amino-9-[(3S,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)tetrahydrofuran-3-yl]purine

Guidance literature:: With ammonia; In methanol; at 20 ℃; for 48h;
DOI:10.1016/j.tetlet.2012.06.121

Reference yield:

: 41341-99-5
3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

: 690661-05-3
6-amino-9-[(3S,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)tetrahydrofuran-3-yl]purine

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / IR-120 (H⁺) resin / H₂O / 5 h / 90 °C

2: 88 percent / NaBH₄ / methanol / 4 h / 20 °C

3: 83 percent / diethyl carbonate; NaH / tetrahydrofuran / 3 h / Heating

4: 98 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

5: 58 percent / 18-crown-6; K₂CO₃ / dimethylformamide / 16 h / 100 °C

With pyridine; sodium tetrahydroborate; 18-crown-6 ether; IR-120 (H⁺) resin; sodium hydride; potassium carbonate; Diethyl carbonate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.02.021