7-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxospiro[4.5]dec-7-yl)-1-{9-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl}(4S,6S)-4-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-2-one

Base Information

Chemical Name:7-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxospiro[4.5]dec-7-yl)-1-{9-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl}(4S,6S)-4-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-2-one
CAS No.:609828-56-0
Molecular Formula:C₅₅H₈₆O₁₀Si
Molecular Weight:935.367
Hs Code.:

7-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxospiro[4.5]dec-7-yl)-1-{9-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl}(4S,6S)-4-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-2-one

Synonyms:7-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxospiro[4.5]dec-7-yl)-1-{9-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl}(4S,6S)-4-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-2-one

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Chemical Property of 7-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxospiro[4.5]dec-7-yl)-1-{9-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl}(4S,6S)-4-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-2-one

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Technology Process of 7-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxospiro[4.5]dec-7-yl)-1-{9-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl}(4S,6S)-4-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-2-one

There total 29 articles about 7-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxospiro[4.5]dec-7-yl)-1-{9-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl}(4S,6S)-4-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-2-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: 78.0%

: 609828-38-8
1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone

: 3-(tert-Butyl-dimethyl-silanyloxy)-4-{(7S,9R)-9-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-6,10-dioxa-spiro[4.5]dec-7-yl}-butyraldehyde

: 609828-56-0
7-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxospiro[4.5]dec-7-yl)-1-{9-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl}(4S,6S)-4-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-2-one

Guidance literature:: 1-{9-[(1R)-1-methyl-2-(phenylmethoxy)ethyl]-(9S,7R)-6,10-dioxaspiro[4.5]dec-7-yl}acetone; With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In diethyl ether; at -78 ℃; for 0.5h;

3-(tert-Butyl-dimethyl-silanyloxy)-4-{(7S,9R)-9-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-6,10-dioxa-spiro[4.5]dec-7-yl}-butyraldehyde; In diethyl ether; at -109 - -78 ℃; for 4h;
DOI:10.1021/ja027638q

Reference yield:

: 931-94-2
1,1-dimethoxycyclopentane

: 609828-56-0
7-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxospiro[4.5]dec-7-yl)-1-{9-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl}(4S,6S)-4-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 70 mg / PPTS / CH₂Cl₂ / 2 h

2.1: LiAlH₄ / tetrahydrofuran / 0.75 h / -78 - 0 °C

3.1: 364 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.03 h

4.1: BF₃*OEt₂ / toluene / 0.5 h / -90 - -78 °C

5.1: 90 mg / 2,6-lutidine / CH₂Cl₂ / 0.67 h / -78 - 0 °C

6.1: 68 mg / DIBAL-H / toluene / 0.17 h / -78 °C

7.1: diisopropylethylamine; dibutylboron triflate / diethyl ether / 0.5 h / -78 °C

7.2: 78 percent / diethyl ether / 4 h / -109 - -78 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ja027638q

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 609828-56-0
7-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxospiro[4.5]dec-7-yl)-1-{9-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl}(4S,6S)-4-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-2-one

Guidance literature:: Multi-step reaction with 15 steps

1.1: 18.4 g / para-toluenesulfonic acid monohydrate / CH₂Cl₂ / 3 h

2.1: 98 percent / DIBAL-H / CH₂Cl₂; toluene / 0.75 h / 0 °C

3.1: NEt₃ / CH₂Cl₂ / 2 h / 0 °C

4.1: tetrahydrofuran; hexane / -20 - 20 °C

5.1: 400 mg / MCPBA / CH₂Cl₂ / 0 - 20 °C

6.1: n-BuLi; BF₃*OEt₂ / tetrahydrofuran; hexane / 1 h / -78 °C

7.1: 470 mg / Na₂HPO₄; Na/Hg / methanol / 1.5 h / -40 - 23 °C

8.1: HF*pyridine / tetrahydrofuran / 18 h

9.1: 70 mg / PPTS / CH₂Cl₂ / 2 h

10.1: LiAlH₄ / tetrahydrofuran / 0.75 h / -78 - 0 °C

11.1: 364 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.03 h

12.1: BF₃*OEt₂ / toluene / 0.5 h / -90 - -78 °C

13.1: 90 mg / 2,6-lutidine / CH₂Cl₂ / 0.67 h / -78 - 0 °C

14.1: 68 mg / DIBAL-H / toluene / 0.17 h / -78 °C

15.1: diisopropylethylamine; dibutylboron triflate / diethyl ether / 0.5 h / -78 °C

15.2: 78 percent / diethyl ether / 4 h / -109 - -78 °C

With 2,6-dimethylpyridine; disodium hydrogenphosphate; sodium amalgam; lithium aluminium tetrahydride; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; pyridine hydrogenfluoride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/ja027638q