N-[9-((1S,3R,4R,7S)-7-Benzyloxy-1-benzyloxymethyl-2,5-dioxa-bicyclo[2.2.1]hept-3-yl)-9H-purin-6-yl]-benzamide

Base Information

Chemical Name:N-[9-((1S,3R,4R,7S)-7-Benzyloxy-1-benzyloxymethyl-2,5-dioxa-bicyclo[2.2.1]hept-3-yl)-9H-purin-6-yl]-benzamide
CAS No.:206055-66-5
Molecular Formula:C₃₂H₂₉N₅O₅
Molecular Weight:563.613
Hs Code.:

Synonyms:N-[9-((1S,3R,4R,7S)-7-Benzyloxy-1-benzyloxymethyl-2,5-dioxa-bicyclo[2.2.1]hept-3-yl)-9H-purin-6-yl]-benzamide

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Chemical Property of N-[9-((1S,3R,4R,7S)-7-Benzyloxy-1-benzyloxymethyl-2,5-dioxa-bicyclo[2.2.1]hept-3-yl)-9H-purin-6-yl]-benzamide

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Technology Process of N-[9-((1S,3R,4R,7S)-7-Benzyloxy-1-benzyloxymethyl-2,5-dioxa-bicyclo[2.2.1]hept-3-yl)-9H-purin-6-yl]-benzamide

There total 10 articles about N-[9-((1S,3R,4R,7S)-7-Benzyloxy-1-benzyloxymethyl-2,5-dioxa-bicyclo[2.2.1]hept-3-yl)-9H-purin-6-yl]-benzamide 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: 77.0%

: C₄₁H₃₉N₅O₉S

: 206055-66-5
N-[9-((1S,3R,4R,7S)-7-Benzyloxy-1-benzyloxymethyl-2,5-dioxa-bicyclo[2.2.1]hept-3-yl)-9H-purin-6-yl]-benzamide

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 0 - 20 ℃; for 5h;

Reference yield:

: 100-39-0
benzyl bromide

: 206055-66-5
N-[9-((1S,3R,4R,7S)-7-Benzyloxy-1-benzyloxymethyl-2,5-dioxa-bicyclo[2.2.1]hept-3-yl)-9H-purin-6-yl]-benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) DMF, -5 deg C, 1.5 h, 2.) room temperature, 3 h

2: 90 percent / pyridine / 3 h / Ambient temperature

3: 80percent AcOH / 4 h / 90 °C

4: pyridine / 72 h / Ambient temperature

5: 1.) N,O-bis(trimethylsilyl)acetamide, 2.) TMS-triflate / 1.) dichloroethane, reflux, 1 h, 2.) reflux, 20 h

6: 73 percent / NaOMe / methanol / 2 h / 0 °C

7: 1.) NaH, pTsCl, 2.) NaH / 1.) THF, -10 deg C, 15 h, 2.) DMF, room temperature, 10 h

With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; acetic acid; p-toluenesulfonyl chloride; In pyridine; methanol;
DOI:10.1016/S0040-4020(98)00094-5

Reference yield:

: 153186-10-8
((3aR,5R,6S,6aR)-6-(benzyloxy)-5-((benzyloxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

: 206055-66-5
N-[9-((1S,3R,4R,7S)-7-Benzyloxy-1-benzyloxymethyl-2,5-dioxa-bicyclo[2.2.1]hept-3-yl)-9H-purin-6-yl]-benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / pyridine / 3 h / Ambient temperature

2: 80percent AcOH / 4 h / 90 °C

3: pyridine / 72 h / Ambient temperature

4: 1.) N,O-bis(trimethylsilyl)acetamide, 2.) TMS-triflate / 1.) dichloroethane, reflux, 1 h, 2.) reflux, 20 h

5: 73 percent / NaOMe / methanol / 2 h / 0 °C

6: 1.) NaH, pTsCl, 2.) NaH / 1.) THF, -10 deg C, 15 h, 2.) DMF, room temperature, 10 h

With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; acetic acid; p-toluenesulfonyl chloride; In pyridine; methanol;
DOI:10.1016/S0040-4020(98)00094-5