(6aS,7S,8R,9aR)-8-benzyloxy-7-benzyloxymethyl-7,8,9,9a-tetrahydro-6aH-cyclopenta[4,5]oxazolo[3,2-e]purin-4-amine

Base Information

Chemical Name:(6aS,7S,8R,9aR)-8-benzyloxy-7-benzyloxymethyl-7,8,9,9a-tetrahydro-6aH-cyclopenta[4,5]oxazolo[3,2-e]purin-4-amine
CAS No.:670275-97-5
Molecular Formula:C₂₅H₂₅N₅O₃
Molecular Weight:443.505
Hs Code.:

Synonyms:(6aS,7S,8R,9aR)-8-benzyloxy-7-benzyloxymethyl-7,8,9,9a-tetrahydro-6aH-cyclopenta[4,5]oxazolo[3,2-e]purin-4-amine

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Chemical Property of (6aS,7S,8R,9aR)-8-benzyloxy-7-benzyloxymethyl-7,8,9,9a-tetrahydro-6aH-cyclopenta[4,5]oxazolo[3,2-e]purin-4-amine

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Technology Process of (6aS,7S,8R,9aR)-8-benzyloxy-7-benzyloxymethyl-7,8,9,9a-tetrahydro-6aH-cyclopenta[4,5]oxazolo[3,2-e]purin-4-amine

There total 4 articles about (6aS,7S,8R,9aR)-8-benzyloxy-7-benzyloxymethyl-7,8,9,9a-tetrahydro-6aH-cyclopenta[4,5]oxazolo[3,2-e]purin-4-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: 74.3%

: (1'R,2'R,3'S,4'R)-9-[4-benzyloxy-3-benzyloxymethyl-2-(p-tolylsulfonyloxy)cyclopentyl]-8-bromoadenine

: 670275-97-5
(6aS,7S,8R,9aR)-8-benzyloxy-7-benzyloxymethyl-7,8,9,9a-tetrahydro-6aH-cyclopenta[4,5]oxazolo[3,2-e]purin-4-amine

Guidance literature:: (1'R,2'R,3'S,4'R)-9-[4-benzyloxy-3-benzyloxymethyl-2-(p-tolylsulfonyloxy)cyclopentyl]-8-bromoadenine; With sodium acetate; acetic anhydride; In acetic acid; Heating;

With ammonia; In methanol; at 60 ℃; for 7h; Further stages.;
DOI:10.1039/b312276j

Reference yield:

: 873298-16-9
(1R,2S,3R,5S)-3-Benzyloxy-2-benzyloxymethyl-6-oxa-bicyclo[3.1.0]hexane

: 670275-97-5
(6aS,7S,8R,9aR)-8-benzyloxy-7-benzyloxymethyl-7,8,9,9a-tetrahydro-6aH-cyclopenta[4,5]oxazolo[3,2-e]purin-4-amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 73.7 percent / dimethylformamide / 27 h / 140 °C

2.1: 78.3 percent / Br₂; aq. sodium acetate / dioxane / 10 h / 20 °C / pH 5.0

3.1: 96.7 percent / DMAP / CH₂Cl₂ / 20 °C

4.1: sodium acetate; Ac₂O / acetic acid / Heating

4.2: 74.3 percent / NH₃ / methanol / 7 h / 60 °C

With dmap; bromine; sodium acetate; acetic anhydride; In 1,4-dioxane; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1039/b312276j

Reference yield:

: 263764-12-1
(1'R,2'R,3'R,4'R)-9-(4-benzyloxy-3-benzyloxymethyl-2-hydroxycyclopentyl)adenine

: 670275-97-5
(6aS,7S,8R,9aR)-8-benzyloxy-7-benzyloxymethyl-7,8,9,9a-tetrahydro-6aH-cyclopenta[4,5]oxazolo[3,2-e]purin-4-amine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78.3 percent / Br₂; aq. sodium acetate / dioxane / 10 h / 20 °C / pH 5.0

2.1: 96.7 percent / DMAP / CH₂Cl₂ / 20 °C

3.1: sodium acetate; Ac₂O / acetic acid / Heating

3.2: 74.3 percent / NH₃ / methanol / 7 h / 60 °C

With dmap; bromine; sodium acetate; acetic anhydride; In 1,4-dioxane; dichloromethane; acetic acid;
DOI:10.1039/b312276j