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

Base Information

Chemical Name:(1S,4R,5R,6R)-4-(2-methoxyethoxy)-6-(4-methoxybenzyloxy)-2,8-dioxa-bicyclo[3.3.0]octane
CAS No.:1292810-86-6
Molecular Formula:C₁₇H₂₄O₆
Molecular Weight:324.374
Hs Code.:

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

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

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

There total 4 articles about (1S,4R,5R,6R)-4-(2-methoxyethoxy)-6-(4-methoxybenzyloxy)-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: 85.0%

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

: 6482-24-2
2-Bromoethyl methyl ether

: 1292810-86-6
(1S,4R,5R,6R)-4-(2-methoxyethoxy)-6-(4-methoxybenzyloxy)-2,8-dioxa-bicyclo[3.3.0]octane

Guidance literature:: (1R,4R,5S,6R)-6-(4-methoxybenzyloxy)-4-hydroxy-2,8-dioxa-bicyclo[3.3.0]octane; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.333333h; Inert atmosphere;

2-Bromoethyl methyl ether; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 20h; Inert atmosphere;
DOI:10.1021/ml2000356

Reference yield:

: 918955-50-7
C₁₅H₃₀O₄Si

: 1292810-86-6
(1S,4R,5R,6R)-4-(2-methoxyethoxy)-6-(4-methoxybenzyloxy)-2,8-dioxa-bicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 3 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

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere

3.2: 20 h / 0 - 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ml2000356

Reference yield:

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

: 1292810-86-6
(1S,4R,5R,6R)-4-(2-methoxyethoxy)-6-(4-methoxybenzyloxy)-2,8-dioxa-bicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere

2.2: 20 h / 0 - 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ml2000356