(7-(phenylmethoxy)methyl-3,3-dimethylhexahydro-1Hcyclopenta[e][1,3]-dioxepine-6,8-diyl)dimethanol

Base Information

Chemical Name:(7-(phenylmethoxy)methyl-3,3-dimethylhexahydro-1Hcyclopenta[e][1,3]-dioxepine-6,8-diyl)dimethanol
CAS No.:1456713-11-3
Molecular Formula:C₂₀H₃₀O₅
Molecular Weight:350.455
Hs Code.:

Synonyms:(7-(phenylmethoxy)methyl-3,3-dimethylhexahydro-1Hcyclopenta[e][1,3]-dioxepine-6,8-diyl)dimethanol

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Chemical Property of (7-(phenylmethoxy)methyl-3,3-dimethylhexahydro-1Hcyclopenta[e][1,3]-dioxepine-6,8-diyl)dimethanol

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Technology Process of (7-(phenylmethoxy)methyl-3,3-dimethylhexahydro-1Hcyclopenta[e][1,3]-dioxepine-6,8-diyl)dimethanol

There total 4 articles about (7-(phenylmethoxy)methyl-3,3-dimethylhexahydro-1Hcyclopenta[e][1,3]-dioxepine-6,8-diyl)dimethanol 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: 33.0%

: 1456713-09-9
cis-endo-2,3-bis(hydroxymethyl)-7-anti-(phenylmethoxy)methylbicyclo[2.2.1]-hept-5-ene acetonide

: 1456713-11-3
(7-(phenylmethoxy)methyl-3,3-dimethylhexahydro-1Hcyclopenta[e][1,3]-dioxepine-6,8-diyl)dimethanol

Guidance literature:: cis-endo-2,3-bis(hydroxymethyl)-7-anti-(phenylmethoxy)methylbicyclo[2.2.1]-hept-5-ene acetonide; With ozone; In dichloromethane; at -60 ℃;

With sodium tetrahydroborate; In ethanol; dichloromethane; at 20 ℃; for 6h;
DOI:10.1016/j.tet.2013.08.013

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 1456713-11-3
(7-(phenylmethoxy)methyl-3,3-dimethylhexahydro-1Hcyclopenta[e][1,3]-dioxepine-6,8-diyl)dimethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethyl ether / -20 °C

2.1: diethyl ether / -10 - 0 °C

3.1: lithium aluminium tetrahydride / diethyl ether; tetrahydrofuran / 1.5 h / Inert atmosphere; Reflux

4.1: 10-camphorsulfonic acid / dichloromethane / 6 h / 0 - 20 °C

5.1: ozone / dichloromethane / -60 °C

5.2: 6 h / 20 °C

With lithium aluminium tetrahydride; ozone; 10-camphorsulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2013.08.013

Reference yield:

: 94597-92-9
10-benzyloxymethyl-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-en-3,5-dione

: 1456713-11-3
(7-(phenylmethoxy)methyl-3,3-dimethylhexahydro-1Hcyclopenta[e][1,3]-dioxepine-6,8-diyl)dimethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / diethyl ether; tetrahydrofuran / 1.5 h / Inert atmosphere; Reflux

2.1: 10-camphorsulfonic acid / dichloromethane / 6 h / 0 - 20 °C

3.1: ozone / dichloromethane / -60 °C

3.2: 6 h / 20 °C

With lithium aluminium tetrahydride; ozone; 10-camphorsulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2013.08.013