ethyl 15-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxypentadec-5-enoate

Base Information

Chemical Name:ethyl 15-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxypentadec-5-enoate
CAS No.:1355683-95-2
Molecular Formula:C₄₃H₆₄O₉Si
Molecular Weight:753.061
Hs Code.:

Synonyms:ethyl 15-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxypentadec-5-enoate

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Chemical Property of ethyl 15-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxypentadec-5-enoate

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Technology Process of ethyl 15-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxypentadec-5-enoate

There total 3 articles about ethyl 15-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxypentadec-5-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: 31.0%

: 1355683-94-1
11-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)undec-1-ene

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

: 1355683-95-2
ethyl 15-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxypentadec-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:

: 112-43-6
10-Undecen-1-ol

: 1355683-95-2
ethyl 15-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxypentadec-5-enoate

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

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

: 1355683-95-2
ethyl 15-(3'R,5'R-dibenzoyloxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-(3R)-tert-butyldimethylsilyloxypentadec-5-enoate

Guidance literature:: Multi-step reaction with 2 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

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