((3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl)methanol

Base Information

Chemical Name:((3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl)methanol
CAS No.:754978-65-9
Molecular Formula:C₂₀H₂₈O₇
Molecular Weight:380.438
Hs Code.:

Synonyms:((3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl)methanol

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Chemical Property of ((3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl)methanol

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Technology Process of ((3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl)methanol

There total 5 articles about ((3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl)methanol 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: 74.0%

: 96212-44-1
(3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-vinyltetrahydrofuro-[2,3-d][1,3]dioxole

: 754978-65-9
((3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl)methanol

Guidance literature:: Multistep reaction;
DOI:10.1021/jo0491861

Reference yield:

: C₂₀H₂₆O₇

: 754978-65-9
((3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl)methanol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 3h;
DOI:10.1021/acs.joc.0c02969

Reference yield:

: 2847-00-9
1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

: 754978-65-9
((3aR,5R,6R,6aR)-6-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl)methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene; tetrahydrofuran / 3 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C

2.2: 20 °C

3.1: ozone; pyridine / dichloromethane / -78 - 20 °C

4.1: sodium tetrahydroborate / methanol / 3 h / 0 - 20 °C

With pyridine; sodium tetrahydroborate; sodium hydride; ozone; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/acs.joc.0c02969