(1R,4R,5S,6R)-6-(4-methoxybenzyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane

Base Information

Chemical Name:(1R,4R,5S,6R)-6-(4-methoxybenzyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane
CAS No.:1292810-73-1
Molecular Formula:C₁₄H₁₈O₅
Molecular Weight:266.294
Hs Code.:

Synonyms:(1R,4R,5S,6R)-6-(4-methoxybenzyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane

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Chemical Property of (1R,4R,5S,6R)-6-(4-methoxybenzyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane

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Technology Process of (1R,4R,5S,6R)-6-(4-methoxybenzyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane

There total 3 articles about (1R,4R,5S,6R)-6-(4-methoxybenzyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane 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: 97.0%

: 1292810-72-0
(1S,4R,5R,6R)-6-(4-methoxybenzyloxy)-4-tiisopropylsilanoxy-2,8-dioxa-bicyclo[3.3.0]octane

: 1292810-73-1
(1R,4R,5S,6R)-6-(4-methoxybenzyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
DOI:10.1021/ml2000356

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 1292810-73-1
(1R,4R,5S,6R)-6-(4-methoxybenzyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / Inert atmosphere

1.2: 20 h / 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C

With tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/ml2000356

Reference yield:

: 918955-50-7
C₁₅H₃₀O₄Si

: 1292810-73-1
(1R,4R,5S,6R)-6-(4-methoxybenzyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.17 h / Inert atmosphere

1.2: 20 h / 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C

With tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/ml2000356