(R)-2-(benzyloxy)-2-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-(benzyloxy)ethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl methanesulfonate

Base Information

Chemical Name:(R)-2-(benzyloxy)-2-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-(benzyloxy)ethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl methanesulfonate
CAS No.:1271332-74-1
Molecular Formula:C₃₃H₄₀O₉S
Molecular Weight:612.741
Hs Code.:

Synonyms:(R)-2-(benzyloxy)-2-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-(benzyloxy)ethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl methanesulfonate

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Chemical Property of (R)-2-(benzyloxy)-2-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-(benzyloxy)ethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl methanesulfonate

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Technology Process of (R)-2-(benzyloxy)-2-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-(benzyloxy)ethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl methanesulfonate

There total 7 articles about (R)-2-(benzyloxy)-2-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-(benzyloxy)ethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl methanesulfonate 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: 95.0%

: 1271332-71-8
(R)-2-(benzyloxy)-2-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-(benzyloxy)ethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethanol

: 124-63-0
methanesulfonyl chloride

: 1271332-74-1
(R)-2-(benzyloxy)-2-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-(benzyloxy)ethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl methanesulfonate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.tetasy.2010.11.027

Reference yield:

: C₃₇H₃₈O₇

: 1271332-74-1
(R)-2-(benzyloxy)-2-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-(benzyloxy)ethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl methanesulfonate

Guidance literature:: Multi-step reaction with 4 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

3.1: silica supported perchloric acid / methanol / 3 h / 20 °C

4.1: dmap; triethylamine / dichloromethane / 1 h / 0 °C

With dmap; sodium tetrahydroborate; silica supported perchloric acid; sodium hydride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tetasy.2010.11.027

Reference yield:

: 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

: 1271332-74-1
(R)-2-(benzyloxy)-2-((3aR,5R,6R,6aR)-6-(benzyloxy)-6-(2-(benzyloxy)ethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl methanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 0 - 20 °C

2.1: silica supported perchloric acid / methanol / 3 h / 20 °C

3.1: dmap; triethylamine / dichloromethane / 1 h / 0 °C

With dmap; silica supported perchloric acid; sodium hydride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tetasy.2010.11.027