(3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)-2-(trityloxy)ethyl)-6-(2-benzyloxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Base Information

Chemical Name:(3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)-2-(trityloxy)ethyl)-6-(2-benzyloxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole
CAS No.:1271332-69-4
Molecular Formula:C₅₁H₅₂O₇
Molecular Weight:776.97
Hs Code.:

Synonyms:(3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)-2-(trityloxy)ethyl)-6-(2-benzyloxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

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Chemical Property of (3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)-2-(trityloxy)ethyl)-6-(2-benzyloxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

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Technology Process of (3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)-2-(trityloxy)ethyl)-6-(2-benzyloxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

There total 6 articles about (3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)-2-(trityloxy)ethyl)-6-(2-benzyloxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole 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: 96.0%

: 1271332-66-1
(R)-1-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-hydroxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-(trityloxy)ethanol

: 100-39-0
benzyl bromide

: 1271332-69-4
(3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)-2-(trityloxy)ethyl)-6-(2-benzyloxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: (R)-1-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-hydroxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-(trityloxy)ethanol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;
DOI:10.1016/j.tetasy.2010.11.027

Reference yield:

: C₃₇H₃₈O₇

: 1271332-69-4
(3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)-2-(trityloxy)ethyl)-6-(2-benzyloxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

2.2: 0 - 20 °C

With sodium tetrahydroborate; sodium hydride; In methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tetasy.2010.11.027

Reference yield:

: C₃₈H₄₂O₈

: 1271332-69-4
(3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)-2-(trityloxy)ethyl)-6-(2-benzyloxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium periodate / methanol; water / 0 - 20 °C

2.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

3.2: 0 - 20 °C

With sodium tetrahydroborate; sodium periodate; sodium hydride; In methanol; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tetasy.2010.11.027