(R)-((S,Z)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-yl) 3,7-dimethyloct-6-enoate

Base Information

Chemical Name:(R)-((S,Z)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-yl) 3,7-dimethyloct-6-enoate
CAS No.:1163724-80-8
Molecular Formula:C₂₉H₄₈O₅Si
Molecular Weight:504.783
Hs Code.:

Synonyms:(R)-((S,Z)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-yl) 3,7-dimethyloct-6-enoate

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Chemical Property of (R)-((S,Z)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-yl) 3,7-dimethyloct-6-enoate

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Technology Process of (R)-((S,Z)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-yl) 3,7-dimethyloct-6-enoate

There total 1 articles about (R)-((S,Z)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-yl) 3,7-dimethyloct-6-enoate 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%

: 18951-85-4,57030-77-0
(R)-citronellic acid

: 1163724-79-5
(S,Z)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-ol

: 1163724-80-8
(R)-((S,Z)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-yl) 3,7-dimethyloct-6-enoate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ja902677t

Reference yield: 85.0%

: 75-77-4
chloro-trimethyl-silane

: 1163724-80-8
(R)-((S,Z)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-yl) 3,7-dimethyloct-6-enoate

: C₂₉H₄₈O₅Si

: 1163724-81-9
(2S,3R)-2-((R,E)-6-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)hex-4-en-2-yl)-3,7-dimethyloct-6-enoic acid

Guidance literature:: chloro-trimethyl-silane; (R)-((S,Z)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-yl) 3,7-dimethyloct-6-enoate; With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 3.5h; Inert atmosphere;

In tetrahydrofuran; for 2h; optical yield given as %de; Reflux; Inert atmosphere;
DOI:10.1021/ja902677t

Reference yield:

: 75-77-4
chloro-trimethyl-silane

: 1163724-80-8
(R)-((S,Z)-1-(tert-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)pent-3-en-2-yl) 3,7-dimethyloct-6-enoate

: C₃₂H₅₆O₅Si₂

Guidance literature:: With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 3.5h; Inert atmosphere;
DOI:10.1021/ja902677t