((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane
CAS No.:853563-06-1
Molecular Formula:C₃₆H₆₁BrO₄Si
Molecular Weight:665.867
Hs Code.:

((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane

Synonyms:((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane

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Technology Process of ((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane

There total 9 articles about ((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane 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:

: 853563-09-4
(R)-1-((2S,6S,7S,10R)-7-Isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-yl)-pent-4-en-2-ol

: 853563-06-1
((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1: 91 percent / imidazole / dimethylformamide / 3.5 h

2: 59 percent / [1,3-dimesitylimidazolidin-2-yl]Cl₂(PCy₃)Ru=CHPh / 1,2-dichloro-ethane / 2 h / 40 °C

3: 73 percent / H₂ / Rh/Al₂O₃ / ethanol / 5 h / 760 Torr

4: TBAF / tetrahydrofuran / 7 h

5: 133 mg / t-BuOK / tetrahydrofuran / 2 h / 20 °C

6: tetrahydrofuran / 4.5 h / 20 °C

7: 102 mg / aq. H₂O₂; NaOH / tetrahydrofuran / 2 h

8: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

9: diethyl ether; tetrahydrofuran / 2 h / -78 °C

10: 56 mg / imidazole / dimethylformamide / 3 h

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium hydroxide; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; Dess-Martin periodane; Rh/Al₂O₃; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 8: Dess-Martin oxidation;
DOI:10.1021/ol0504650

Reference yield:

: 853562-97-7
tert-Butyl-[(R)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-but-3-enyloxy]-dimethyl-silane

: 853563-06-1
((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1: 59 percent / [1,3-dimesitylimidazolidin-2-yl]Cl₂(PCy₃)Ru=CHPh / 1,2-dichloro-ethane / 2 h / 40 °C

2: 73 percent / H₂ / Rh/Al₂O₃ / ethanol / 5 h / 760 Torr

3: TBAF / tetrahydrofuran / 7 h

4: 133 mg / t-BuOK / tetrahydrofuran / 2 h / 20 °C

5: tetrahydrofuran / 4.5 h / 20 °C

6: 102 mg / aq. H₂O₂; NaOH / tetrahydrofuran / 2 h

7: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

8: diethyl ether; tetrahydrofuran / 2 h / -78 °C

9: 56 mg / imidazole / dimethylformamide / 3 h

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium hydroxide; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; Dess-Martin periodane; Rh/Al₂O₃; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 7: Dess-Martin oxidation;
DOI:10.1021/ol0504650

Reference yield:

: 853563-10-7
[(E)-(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane

: 853563-06-1
((S)-1-{2-[(R)-4-(4-Bromo-phenyl)-1-((2S,6S,7S,10R)-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-2-ylmethyl)-butoxy]-ethyl}-but-3-enyloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 73 percent / H₂ / Rh/Al₂O₃ / ethanol / 5 h / 760 Torr

2: TBAF / tetrahydrofuran / 7 h

3: 133 mg / t-BuOK / tetrahydrofuran / 2 h / 20 °C

4: tetrahydrofuran / 4.5 h / 20 °C

5: 102 mg / aq. H₂O₂; NaOH / tetrahydrofuran / 2 h

6: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

7: diethyl ether; tetrahydrofuran / 2 h / -78 °C

8: 56 mg / imidazole / dimethylformamide / 3 h

With 1H-imidazole; sodium hydroxide; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; Dess-Martin periodane; Rh/Al₂O₃; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; 6: Dess-Martin oxidation;
DOI:10.1021/ol0504650