ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxytridecanoate

Base Information

Chemical Name:ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxytridecanoate
CAS No.:1355683-92-9
Molecular Formula:C₃₅H₄₈O₉
Molecular Weight:612.761
Hs Code.:

Synonyms:ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxytridecanoate

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Chemical Property of ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxytridecanoate

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Technology Process of ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxytridecanoate

There total 5 articles about ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxytridecanoate 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: 73.0%

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

: 1355683-92-9
ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxytridecanoate

Guidance literature:: With hydrogen fluoride; In water; acetonitrile; for 1h;
DOI:10.1021/ja210202y

Reference yield:

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

: 1355683-92-9
ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxytridecanoate

Guidance literature:: Multi-step reaction with 4 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C

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

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

4: hydrogen fluoride / water; acetonitrile / 1 h

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; trimethylsilyl trifluoromethanesulfonate; palladium on activated charcoal; hydrogen fluoride; hydrogen; p-benzoquinone; In methanol; dichloromethane; water; acetonitrile;
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

: 1355683-92-9
ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-hydroxytridecanoate

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 on activated charcoal; hydrogen / methanol / 24 h

3: hydrogen fluoride / water; acetonitrile / 1 h

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