(1R,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-6,8-dioxa-bicyclo[3.2.1]octane-2,3,4-triol

Base Information

Chemical Name:(1R,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-6,8-dioxa-bicyclo[3.2.1]octane-2,3,4-triol
CAS No.:351884-98-5
Molecular Formula:C₁₄H₁₈O₆
Molecular Weight:282.293
Hs Code.:

Synonyms:(1R,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-6,8-dioxa-bicyclo[3.2.1]octane-2,3,4-triol

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Chemical Property of (1R,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-6,8-dioxa-bicyclo[3.2.1]octane-2,3,4-triol

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Technology Process of (1R,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-6,8-dioxa-bicyclo[3.2.1]octane-2,3,4-triol

There total 4 articles about (1R,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-6,8-dioxa-bicyclo[3.2.1]octane-2,3,4-triol 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: 90.0%

: 351884-97-4
Benzoic acid (1S,2S,4S,5S,6S,7R)-7-benzyloxymethyl-3,8,9-trioxa-tricyclo[4.2.1.0^2,4]non-5-yl ester

: 351884-98-5
(1R,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-6,8-dioxa-bicyclo[3.2.1]octane-2,3,4-triol

Guidance literature:: Benzoic acid (1S,2S,4S,5S,6S,7R)-7-benzyloxymethyl-3,8,9-trioxa-tricyclo[4.2.1.0^2,4]non-5-yl ester; With boron trifluoride diethyl etherate; In toluene;

With sodium methylate; In methanol; Further stages.;
DOI:10.1021/ol015963x

Reference yield:

: (1S,5S,7R)-7-Benzyloxymethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-en-2-one

: 351884-98-5
(1R,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-6,8-dioxa-bicyclo[3.2.1]octane-2,3,4-triol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 30percent H₂O₂ / aq. NaOH / pH 13

2.1: NaBH₄; CeCl₃ / 0 °C

3.1: pyridine

4.1: BF₃*Et₂O / toluene

4.2: 90 percent / NaOMe / methanol

With pyridine; sodium tetrahydroborate; cerium(III) chloride; boron trifluoride diethyl etherate; sodium hydroxide; In toluene;
DOI:10.1021/ol015963x

Reference yield:

: 351884-95-2
(1S,2S,4R,6S,7R)-7-Benzyloxymethyl-3,8,9-trioxa-tricyclo[4.2.1.0^2,4]nonan-5-one

: 351884-98-5
(1R,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-6,8-dioxa-bicyclo[3.2.1]octane-2,3,4-triol

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaBH₄; CeCl₃ / 0 °C

2.1: pyridine

3.1: BF₃*Et₂O / toluene

3.2: 90 percent / NaOMe / methanol

With pyridine; sodium tetrahydroborate; cerium(III) chloride; boron trifluoride diethyl etherate; In toluene;
DOI:10.1021/ol015963x