(1S,3R,4S,7R)-7-benzyloxy-3-(6-N-benzoyladenin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

Base Information

Chemical Name:(1S,3R,4S,7R)-7-benzyloxy-3-(6-N-benzoyladenin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane
CAS No.:625111-39-9
Molecular Formula:C₂₆H₂₅N₅O₇S
Molecular Weight:551.58
Hs Code.:

Synonyms:(1S,3R,4S,7R)-7-benzyloxy-3-(6-N-benzoyladenin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

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Chemical Property of (1S,3R,4S,7R)-7-benzyloxy-3-(6-N-benzoyladenin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

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Technology Process of (1S,3R,4S,7R)-7-benzyloxy-3-(6-N-benzoyladenin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

There total 19 articles about (1S,3R,4S,7R)-7-benzyloxy-3-(6-N-benzoyladenin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane 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: 100.0%

: 9-(3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-2-O-trifluoromethanesulfonyl-α-L-threo-pentofuranosyl)-6-N-benzoyladenine

: 625111-39-9
(1S,3R,4S,7R)-7-benzyloxy-3-(6-N-benzoyladenin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃;

Reference yield:

: 341536-48-9
9-[3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

: 625111-39-9
(1S,3R,4S,7R)-7-benzyloxy-3-(6-N-benzoyladenin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/S0960-894X(01)00110-X

Reference yield:

: 4005-49-6
N-benzoyladenine

: 625111-39-9
(1S,3R,4S,7R)-7-benzyloxy-3-(6-N-benzoyladenin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 10 steps

1.1: 52 percent / SnCl₄ / acetonitrile / 4 h / 20 °C

2.1: NH₃ / methanol / 2 h / 0 °C

3.1: pyridine / toluene; CH₂Cl₂ / 2 h / -30 - 20 °C

4.1: 3.05 percent / 18-crown-6 / toluene / 0.5 h / 80 °C

5.1: NH₃ / methanol / 0.5 h / 20 °C

5.2: aq. NH₃ / methanol / 22 h / 20 °C

6.1: pyridine / 2.5 h / 20 °C

7.1: 16.5 h / 20 °C

8.1: 656 mg / aq. NH₃ / methanol / 6.5 h / 20 °C

9.1: 79 percent / pyridine / 2 h / 0 °C

10.1: NaH / tetrahydrofuran / 6.5 h / 0 °C

With pyridine; ammonium hydroxide; 18-crown-6 ether; ammonia; tin(IV) chloride; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja0168763