3-[(4R)-2,2-dimethyl-(1,3-dioxolan-4-yl)]-(1R,2R,3R,5S)-7,7-dimethyl-4,6,8-trioxa-2-[(phenylmethoxy)methyl]bicyclo[3.3.0]octan-2-ol

Base Information

Chemical Name:3-[(4R)-2,2-dimethyl-(1,3-dioxolan-4-yl)]-(1R,2R,3R,5S)-7,7-dimethyl-4,6,8-trioxa-2-[(phenylmethoxy)methyl]bicyclo[3.3.0]octan-2-ol
CAS No.:473290-27-6
Molecular Formula:C₂₀H₂₈O₇
Molecular Weight:380.438
Hs Code.:

Synonyms:3-[(4R)-2,2-dimethyl-(1,3-dioxolan-4-yl)]-(1R,2R,3R,5S)-7,7-dimethyl-4,6,8-trioxa-2-[(phenylmethoxy)methyl]bicyclo[3.3.0]octan-2-ol

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Chemical Property of 3-[(4R)-2,2-dimethyl-(1,3-dioxolan-4-yl)]-(1R,2R,3R,5S)-7,7-dimethyl-4,6,8-trioxa-2-[(phenylmethoxy)methyl]bicyclo[3.3.0]octan-2-ol

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Technology Process of 3-[(4R)-2,2-dimethyl-(1,3-dioxolan-4-yl)]-(1R,2R,3R,5S)-7,7-dimethyl-4,6,8-trioxa-2-[(phenylmethoxy)methyl]bicyclo[3.3.0]octan-2-ol

There total 2 articles about 3-[(4R)-2,2-dimethyl-(1,3-dioxolan-4-yl)]-(1R,2R,3R,5S)-7,7-dimethyl-4,6,8-trioxa-2-[(phenylmethoxy)methyl]bicyclo[3.3.0]octan-2-ol 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: 98.0%

: 53270-27-2
3,3'-anhydro-3-C-hydroxymethyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 100-51-6,185532-71-2
benzyl alcohol

: 473290-27-6
3-[(4R)-2,2-dimethyl-(1,3-dioxolan-4-yl)]-(1R,2R,3R,5S)-7,7-dimethyl-4,6,8-trioxa-2-[(phenylmethoxy)methyl]bicyclo[3.3.0]octan-2-ol

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 36h; Heating;
DOI:10.1016/S0040-4020(02)00477-5

Reference yield: 75.0%

: 100-39-0
benzyl bromide

: 32453-83-1
3-C-hydroxymethyl-1,2:5,6-di-O-isopropylidene-α-D-gluco-hexofuranose

: 473290-27-6
3-[(4R)-2,2-dimethyl-(1,3-dioxolan-4-yl)]-(1R,2R,3R,5S)-7,7-dimethyl-4,6,8-trioxa-2-[(phenylmethoxy)methyl]bicyclo[3.3.0]octan-2-ol

Guidance literature:: 3-C-hydroxymethyl-1,2:5,6-di-O-isopropylidene-α-D-gluco-hexofuranose; With di(n-butyl)tin oxide; In toluene; at 140 ℃; for 2h;

benzyl bromide; With tetrabutylammomium bromide; In toluene; at 90 ℃; Further stages.;
DOI:10.1080/15257770802341269

Reference yield: 96.0%

: 824-94-2
p-methoxybenzyl chloride

: 473290-27-6
3-[(4R)-2,2-dimethyl-(1,3-dioxolan-4-yl)]-(1R,2R,3R,5S)-7,7-dimethyl-4,6,8-trioxa-2-[(phenylmethoxy)methyl]bicyclo[3.3.0]octan-2-ol

: 473290-28-7
{3-[(4R)-2,2-dimethyl-(1,3-dioxolan-4-yl)]-(1R,2R,3R,5S)-2-[(4-methoxyphenyl)methoxy]-7,7-dimethyl-4,6,8-trioxabicyclo[3.3.0]oct-2-yl}(phenylmethoxy)methane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 3h; Heating;
DOI:10.1016/S0040-4020(02)00477-5