(1R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(tetrahydro-2H-2-pyranyloxy)ethan-1-ol

Base Information

Chemical Name:(1R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(tetrahydro-2H-2-pyranyloxy)ethan-1-ol
CAS No.:912652-02-9
Molecular Formula:C₂₁H₃₀O₇
Molecular Weight:394.465
Hs Code.:

Synonyms:(1R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(tetrahydro-2H-2-pyranyloxy)ethan-1-ol

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Chemical Property of (1R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(tetrahydro-2H-2-pyranyloxy)ethan-1-ol

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Technology Process of (1R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(tetrahydro-2H-2-pyranyloxy)ethan-1-ol

There total 2 articles about (1R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(tetrahydro-2H-2-pyranyloxy)ethan-1-ol 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: 70.0%

: 142-68-7
TETRAHYDROPYRANE

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 912652-02-9
(1R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(tetrahydro-2H-2-pyranyloxy)ethan-1-ol

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1039/c2ob26615f

Reference yield: 55.0%

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 108743-92-6
tributyl{((tetrahydropyrane-2-yl)oxyl)methyl}stannane

: 3-O-benzyl-1,2-O-isopropylidene-6-O-tetrahydropyranyl-β-L-idofuranose

: 912652-02-9
(1R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(tetrahydro-2H-2-pyranyloxy)ethan-1-ol

Guidance literature:: tributyl{((tetrahydropyrane-2-yl)oxyl)methyl}stannane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h; Inert atmosphere;

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

With water; sodium hydrogencarbonate; In tetrahydrofuran; hexane; at -78 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tet.2009.11.084

Reference yield: 98.0%

: 912652-02-9
(1R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(tetrahydro-2H-2-pyranyloxy)ethan-1-ol

: 1414099-34-5
C₂₁H₂₈O₇

Guidance literature:: (1R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(tetrahydro-2H-2-pyranyloxy)ethan-1-ol; With oxalyl dichloride; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 3h;

With triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 0.5h;
DOI:10.1039/c2ob26615f