ethyl (8R)-(3'R,5'R-dibenzyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate

Base Information

Chemical Name:ethyl (8R)-(3'R,5'R-dibenzyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate
CAS No.:1355683-89-4
Molecular Formula:C₂₉H₃₆O₆
Molecular Weight:480.601
Hs Code.:

Synonyms:ethyl (8R)-(3'R,5'R-dibenzyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate

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Chemical Property of ethyl (8R)-(3'R,5'R-dibenzyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate

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Technology Process of ethyl (8R)-(3'R,5'R-dibenzyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate

There total 1 articles about ethyl (8R)-(3'R,5'R-dibenzyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate 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: 56.0%

: 168170-58-9
(3’R,5’R-dibenzoyloxy-6’S-methyl-(2H)-tetrahydropyran-2-yloxy)-1-(2,2,2-trichloroacetimide)

: 211695-57-7
(R)-8-hydroxynon-1-ene

: 1355683-89-4
ethyl (8R)-(3'R,5'R-dibenzyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1021/ja210202y

Reference yield: 29.0%

: 1355683-89-4
ethyl (8R)-(3'R,5'R-dibenzyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate

: 430434-51-8
(R)-ethyl 3-(tert-butyldimethylsilyloxy)hex-5-enoate

: 1355683-90-7
ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxytridec-5-enoate

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; p-benzoquinone; In dichloromethane; at 40 ℃; for 20h;
DOI:10.1021/ja210202y

Reference yield:

: 1355683-89-4
ethyl (8R)-(3'R,5'R-dibenzyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate

: 1355683-91-8
ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxytridecanoate

Guidance literature:: Multi-step reaction with 2 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; p-benzoquinone / dichloromethane / 20 h / 40 °C

2: palladium on activated charcoal; hydrogen / methanol / 24 h

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal; hydrogen; p-benzoquinone; In methanol; dichloromethane;
DOI:10.1021/ja210202y