(3aS,5aR,8aR,8bS)-3a-Benzyloxymethyl-2,2-dimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Base Information

Chemical Name:(3aS,5aR,8aR,8bS)-3a-Benzyloxymethyl-2,2-dimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran
CAS No.:205248-90-4
Molecular Formula:C₁₇H₂₂O₆
Molecular Weight:322.358
Hs Code.:

Synonyms:(3aS,5aR,8aR,8bS)-3a-Benzyloxymethyl-2,2-dimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

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Chemical Property of (3aS,5aR,8aR,8bS)-3a-Benzyloxymethyl-2,2-dimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

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Technology Process of (3aS,5aR,8aR,8bS)-3a-Benzyloxymethyl-2,2-dimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

There total 4 articles about (3aS,5aR,8aR,8bS)-3a-Benzyloxymethyl-2,2-dimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran 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: 60.0%

: 96520-09-1
(3aS,6R,7R,7aS)-3a-Benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

: 74-95-3
1,1-dibromomethane

: 205248-90-4
(3aS,5aR,8aR,8bS)-3a-Benzyloxymethyl-2,2-dimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Guidance literature:: With sodium hydroxide; tetrabutylammomium bromide; at 60 ℃; for 2h;
DOI:10.1021/jm970790w

Reference yield:

: 20880-92-6
2,3;4,5-di-O-isopropylidene-β-D-fructopyranose

: 205248-90-4
(3aS,5aR,8aR,8bS)-3a-Benzyloxymethyl-2,2-dimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 30 min

2: 6 N aq. HCl / tetrahydrofuran / 3 h / 38 - 50 °C

3: 60 percent / 50percent aq. NaOH, tetrabutylammonium bromide / 2 h / 60 °C

With hydrogenchloride; sodium hydroxide; tetrabutylammomium bromide; sodium hydride; In tetrahydrofuran;
DOI:10.1021/jm970790w

Reference yield:

: 100-39-0
benzyl bromide

: 205248-90-4
(3aS,5aR,8aR,8bS)-3a-Benzyloxymethyl-2,2-dimethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 30 min

2: 6 N aq. HCl / tetrahydrofuran / 3 h / 38 - 50 °C

3: 60 percent / 50percent aq. NaOH, tetrabutylammonium bromide / 2 h / 60 °C

With hydrogenchloride; sodium hydroxide; tetrabutylammomium bromide; sodium hydride; In tetrahydrofuran;
DOI:10.1021/jm970790w