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

Base Information

Chemical Name:ethyl (8R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate
CAS No.:1355683-87-2
Molecular Formula:C₃₁H₄₀O₉
Molecular Weight:556.653
Hs Code.:

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

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

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

There total 3 articles about ethyl (8R)-(3'R,5'R-dibenzoyloxy-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: 6.0%

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

: ethyl (8R)-hydroxy-(3R)-tert-butyldimethylsilyloxynonanoate

: 1355683-87-2
ethyl (8R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -10 ℃; for 3.5h;
DOI:10.1021/ja210202y

Reference yield:

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

: 1355683-87-2
ethyl (8R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate

Guidance literature:: Multi-step reaction with 3 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 10% on activated carbon; hydrogen / ethanol / 40 h

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3.5 h / -10 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen; p-benzoquinone; In ethanol; dichloromethane;
DOI:10.1021/ja210202y

Reference yield:

: 1355683-83-8
C₂₄H₃₈O₅Si

: 1355683-87-2
ethyl (8R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxynonanoate

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 40 h

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3.5 h / -10 °C

With trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen; In ethanol; dichloromethane;
DOI:10.1021/ja210202y