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

Base Information

Chemical Name:(1S,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-2-methoxymethoxy-6,8-dioxa-bicyclo[3.2.1]octane-3,4-diol
CAS No.:351884-93-0
Molecular Formula:C₁₆H₂₂O₇
Molecular Weight:326.346
Hs Code.:

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

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

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

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

: 351884-92-9
(1R,2S,5S,7R)-7-Benzyloxymethyl-2-methoxymethoxy-6,8-dioxa-bicyclo[3.2.1]oct-3-ene

: 351884-93-0
(1S,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-2-methoxymethoxy-6,8-dioxa-bicyclo[3.2.1]octane-3,4-diol

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; water;
DOI:10.1021/ol015963x

Reference yield:

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

: 351884-93-0
(1S,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-2-methoxymethoxy-6,8-dioxa-bicyclo[3.2.1]octane-3,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / NaBH₄; CeCl₃ / 0 °C

2: 94 percent / Huenig base / CH₂Cl₂

3: 95 percent / OsO₄; NMO / tetrahydrofuran; H₂O

With sodium tetrahydroborate; osmium(VIII) oxide; N-methyl-2-indolinone; cerium(III) chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol015963x

Reference yield:

: 243987-96-4
(1R,2S,5S,7R)-7-(benzyloxymethyl)-6,8-dioxabicyclo[3.2.1]oct-3-en-2-ol

: 351884-93-0
(1S,2S,3R,4S,5S,7R)-7-Benzyloxymethyl-2-methoxymethoxy-6,8-dioxa-bicyclo[3.2.1]octane-3,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / Huenig base / CH₂Cl₂

2: 95 percent / OsO₄; NMO / tetrahydrofuran; H₂O

With osmium(VIII) oxide; N-methyl-2-indolinone; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol015963x