(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

Base Information

Chemical Name:(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
CAS No.:634151-74-9
Molecular Formula:C₄₃H₅₈O₄Si
Molecular Weight:667.017
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 12 articles about (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 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: 45.0%

: 849122-85-6
tert-butyl-((S)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)-pent-4-enyl]-3-methyl-cyclohex-3-enylmethyl}-but-3-enyloxy)-diphenyl-silane

: 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

Guidance literature:: With dimethylsulfide; boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 0.5h;
DOI:10.1016/j.tet.2004.12.039

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

: 634151-74-9
(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

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / DIPEA; TBAI / CH₂Cl₂ / 7 h / 25 °C

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

3: 408 mg / NaBH₄ / ethanol / 0.33 h / 25 °C

4: 95 percent / TEA / CH₂Cl₂ / 0 - 25 °C

5: 100 percent / 18-crown-6 / acetonitrile / 2.5 h / 80 °C

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

7: 420 mg / tetrahydrofuran; diethyl ether / 48 h / -78 °C

8: 90 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

9: 45 percent / Me₂S; BF₃*OEt₂ / CH₂Cl₂ / 0.5 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; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; toluene; acetonitrile; 7: 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

: 634151-74-9
(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

Guidance literature:: Multi-step reaction with 7 steps

1: 408 mg / NaBH₄ / ethanol / 0.33 h / 25 °C

2: 95 percent / TEA / CH₂Cl₂ / 0 - 25 °C

3: 100 percent / 18-crown-6 / acetonitrile / 2.5 h / 80 °C

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

5: 420 mg / tetrahydrofuran; diethyl ether / 48 h / -78 °C

6: 90 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

7: 45 percent / Me₂S; BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -20 °C

With 1H-imidazole; sodium tetrahydroborate; 18-crown-6 ether; dimethylsulfide; TEA; boron trifluoride diethyl etherate; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; toluene; acetonitrile; 5: Brown allylation;
DOI:10.1016/j.tet.2004.12.039