(Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-ol

Base Information

Chemical Name:(Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-ol
CAS No.:634151-80-7
Molecular Formula:C₄₁H₅₄O₄Si
Molecular Weight:638.963
Hs Code.:

(Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-ol

Synonyms:(Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-ol

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Chemical Property of (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-ol

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Technology Process of (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-ol

There total 11 articles about (Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-ol 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: 80.0%

: 634151-74-9
(2S,3R)-1-{(1R,5R,6R)-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-pent-4-enyl]-5-isopropyl-2-methyl-cyclohex-2-enyl}-3-(4-methoxyphenoxy)-pent-4-en-2-ol

: 634151-80-7
(Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-ol

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In benzene; Heating;
DOI:10.1016/j.tetlet.2003.09.010

Reference yield:

: 848760-88-3
(2S,3R)-1-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]3-(4-methoxyphenoxy)-pent-4-en-2-ol

: 634151-80-7
(Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 95 percent / DIPEA; TBAI / CH₂Cl₂ / 7 h / 25 °C

2.1: LiBF₄ / acetonitrile; H₂O / 6 h / 25 °C

3.1: 408 mg / NaBH₄ / ethanol / 0.33 h / 25 °C

4.1: 95 percent / TEA / CH₂Cl₂ / 0 - 25 °C

5.1: 100 percent / 18-crown-6 / acetonitrile / 2.5 h / 80 °C

6.1: DIBAL-H / hexane; toluene / 1 h / -78 °C

7.1: 420 mg / tetrahydrofuran; diethyl ether / 48 h / -78 °C

8.1: 90 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

9.1: 45 percent / Me₂S; BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -20 °C

10.1: Grubbs catalyst / benzene / 19 h / 80 °C

10.2: 80 percent / benzene; dimethylsulfoxide / 12 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; lithium tetrafluoroborate; 18-crown-6 ether; dimethylsulfide; TEA; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; toluene; acetonitrile; benzene; 7.1: Brown allylation;
DOI:10.1016/j.tet.2004.12.039

Reference yield:

: 849122-81-2
(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)-pent-4-enyl]-3-methyl-cyclohex-3-enecarbaldehyde

: 634151-80-7
(Z)-(1R,4aR,6S,7R,11S,12aR)-11-(tert-butyl-diphenylsilanyloxy)-1-isopropyl-7-(4-methoxyphenoxy)-4-methyl-1,2,4a,5,6,7,10,11,12,12a-decahydro-benzocyclodecen-6-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 408 mg / NaBH₄ / ethanol / 0.33 h / 25 °C

2.1: 95 percent / TEA / CH₂Cl₂ / 0 - 25 °C

3.1: 100 percent / 18-crown-6 / acetonitrile / 2.5 h / 80 °C

4.1: DIBAL-H / hexane; toluene / 1 h / -78 °C

5.1: 420 mg / tetrahydrofuran; diethyl ether / 48 h / -78 °C

6.1: 90 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

7.1: 45 percent / Me₂S; BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -20 °C

8.1: Grubbs catalyst / benzene / 19 h / 80 °C

8.2: 80 percent / benzene; dimethylsulfoxide / 12 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; 18-crown-6 ether; dimethylsulfide; TEA; boron trifluoride diethyl etherate; diisobutylaluminium hydride; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; toluene; acetonitrile; benzene; 5.1: Brown allylation;
DOI:10.1016/j.tet.2004.12.039