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

Base Information

Chemical Name:ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxytridecanoate
CAS No.:1355683-91-8
Molecular Formula:C₄₁H₆₂O₉Si
Molecular Weight:727.023
Hs Code.:

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

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

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

There total 4 articles about ethyl (12R)-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxytridecanoate 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: 90.0%

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

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

Guidance literature:: With palladium on activated charcoal; hydrogen; In methanol; for 24h;
DOI:10.1021/ja210202y

Reference yield:

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

: 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 3 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

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; p-benzoquinone; In methanol; dichloromethane;
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