(Z)-(1R,4S,4aR,8S,12aR)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-8-methyl-1,4,4a,5,8,9,12,12a-octahydro-7-oxa-benzocyclodecen-6-one

Base Information

Chemical Name:(Z)-(1R,4S,4aR,8S,12aR)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-8-methyl-1,4,4a,5,8,9,12,12a-octahydro-7-oxa-benzocyclodecen-6-one
CAS No.:864155-66-8
Molecular Formula:C₃₆H₅₂O₄Si₂
Molecular Weight:604.977
Hs Code.:

(Z)-(1R,4S,4aR,8S,12aR)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-8-methyl-1,4,4a,5,8,9,12,12a-octahydro-7-oxa-benzocyclodecen-6-one

Synonyms:(Z)-(1R,4S,4aR,8S,12aR)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-8-methyl-1,4,4a,5,8,9,12,12a-octahydro-7-oxa-benzocyclodecen-6-one

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Chemical Property of (Z)-(1R,4S,4aR,8S,12aR)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-8-methyl-1,4,4a,5,8,9,12,12a-octahydro-7-oxa-benzocyclodecen-6-one

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Technology Process of (Z)-(1R,4S,4aR,8S,12aR)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-8-methyl-1,4,4a,5,8,9,12,12a-octahydro-7-oxa-benzocyclodecen-6-one

There total 13 articles about (Z)-(1R,4S,4aR,8S,12aR)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-8-methyl-1,4,4a,5,8,9,12,12a-octahydro-7-oxa-benzocyclodecen-6-one 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: 84.0%

: 864155-65-7
[(1R,2S,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxy)-cyclohex-3-enyl]-acetic acid (S)-1-methyl-but-3-enyl ester

: 864155-66-8
(Z)-(1R,4S,4aR,8S,12aR)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-8-methyl-1,4,4a,5,8,9,12,12a-octahydro-7-oxa-benzocyclodecen-6-one

Guidance literature:: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 2h; Heating;
DOI:10.1039/b505264e

Reference yield:

: 864155-61-3
[(1R,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-oxo-cyclohex-3-enyl]-acetic acid ethyl ester

: 864155-66-8
(Z)-(1R,4S,4aR,8S,12aR)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-8-methyl-1,4,4a,5,8,9,12,12a-octahydro-7-oxa-benzocyclodecen-6-one

Guidance literature:: Multi-step reaction with 4 steps

1: NaBH₄; CeCl₃ / methanol / 0.25 h / -50 °C

2: 93 percent / imidazole; DMAP / dimethylformamide

3: 91 percent / Ti(OiPr)4 / 90 °C

4: 84 percent / PhCH=Ru{[(Mes)NCH₂CH₂N(Mes)]CH}(PCy₃)Cl₂ / CH₂Cl₂ / 2 h / Heating

With 1H-imidazole; titanium(IV) isopropylate; dmap; sodium tetrahydroborate; cerium(III) chloride; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Luche reduction;
DOI:10.1039/b505264e

Reference yield:

: 864155-63-5
[(1R,2S,5R,6R)-6-Allyl-5-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-cyclohex-3-enyl]-acetic acid ethyl ester

: 864155-66-8
(Z)-(1R,4S,4aR,8S,12aR)-1-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-8-methyl-1,4,4a,5,8,9,12,12a-octahydro-7-oxa-benzocyclodecen-6-one

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / imidazole; DMAP / dimethylformamide

2: 91 percent / Ti(OiPr)4 / 90 °C

3: 84 percent / PhCH=Ru{[(Mes)NCH₂CH₂N(Mes)]CH}(PCy₃)Cl₂ / CH₂Cl₂ / 2 h / Heating

With 1H-imidazole; titanium(IV) isopropylate; dmap; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b505264e