2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-ol

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Chemical Name:2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-ol
CAS No.:856410-69-0
Molecular Formula:C₆₀H₈₄O₈Si₂
Molecular Weight:989.493
Hs Code.:

2-(3-{6-[4-(<i>tert</i>-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2<i>H</i>-pyran-2-yl}-2-methyl-propyl)-9-(<i>tert</i>-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2<i>H</i>-pyran-2-yl)-undeca-1,5,10-trien-4-ol

Synonyms:2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-ol

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Chemical Property of 2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-ol

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Technology Process of 2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-ol

There total 30 articles about 2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-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:

: 3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propionaldehyde

: 856410-69-0
2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1: PPh₃ / CH₂Cl₂ / 0 °C

2: 86 percent / PPh₃ / Pd(OAc)2 / tetrahydrofuran / 50 °C

3: 99 percent / PPTS / tetrahydrofuran; acetonitrile / 20 °C

4: 86 percent / SnCl₄ / CH₂Cl₂ / -78 °C

With pyridinium p-toluenesulfonate; tin(IV) chloride; triphenylphosphine; palladium diacetate; In tetrahydrofuran; dichloromethane; acetonitrile; 4: Sakurai-Hosomi reaction;
DOI:10.1002/anie.200500029

Reference yield:

: 856410-64-5
(2S,6R)-6-(3,3-Dibromo-allyl)-2-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-3,6-dihydro-2H-pyran

: 856410-69-0
2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-BuLi / tetrahydrofuran / -78 °C

1.2: 83 percent / tetrahydrofuran / -78 - 0 °C

2.1: 99 percent / Et₃N / CH₂Cl₂ / 20 °C

3.1: 87 percent / DDQ / CH₂Cl₂ / 20 °C / pH 7

4.1: Dess-Martin periodinane

5.1: PPh₃ / CH₂Cl₂ / 0 °C

6.1: 86 percent / PPh₃ / Pd(OAc)2 / tetrahydrofuran / 50 °C

7.1: 99 percent / PPTS / tetrahydrofuran; acetonitrile / 20 °C

8.1: 86 percent / SnCl₄ / CH₂Cl₂ / -78 °C

With n-butyllithium; pyridinium p-toluenesulfonate; tin(IV) chloride; Dess-Martin periodane; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium diacetate; In tetrahydrofuran; dichloromethane; acetonitrile; 4.1: Dess-Martin oxidation / 8.1: Sakurai-Hosomi reaction;
DOI:10.1002/anie.200500029

Reference yield:

: 856410-60-1
tert-Butyl-{(S)-1-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-but-3-enyloxy}-dimethyl-silane

: 856410-69-0
2-(3-{6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-3,6-dihydro-2H-pyran-2-yl}-2-methyl-propyl)-9-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-11-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-undeca-1,5,10-trien-4-ol

Guidance literature:: Multi-step reaction with 16 steps

1.1: OsO₄; NMO / tetrahydrofuran; H₂O / 20 °C

1.2: NaIO₄ / tetrahydrofuran; H₂O

1.3: 75 percent / NiCl₂; CrCl₂ / dimethylsulfoxide / 20 °C

2.1: 91 percent / Dess-Martin periodinane

3.1: 99 percent / BH₃*THF; (S)-Corey-Bakshi-Shibata oxazaborolidine reagent / tetrahydrofuran / -40 °C

4.1: 85 percent / TBAF / tetrahydrofuran / 20 °C

5.1: PdCl₂(CH₃CN)2 / tetrahydrofuran / 1 h / -5 °C

5.2: 60 percent / benzoquinone / tetrahydrofuran / 48 h / 20 °C

6.1: 92 percent / K₂CO₃ / methanol / 20 °C

7.1: 91 percent / Dess-Martin periodinane

8.1: 94 percent / PPh₃ / CH₂Cl₂ / 0 °C

9.1: n-BuLi / tetrahydrofuran / -78 °C

9.2: 83 percent / tetrahydrofuran / -78 - 0 °C

10.1: 99 percent / Et₃N / CH₂Cl₂ / 20 °C

11.1: 87 percent / DDQ / CH₂Cl₂ / 20 °C / pH 7

12.1: Dess-Martin periodinane

13.1: PPh₃ / CH₂Cl₂ / 0 °C

14.1: 86 percent / PPh₃ / Pd(OAc)2 / tetrahydrofuran / 50 °C

15.1: 99 percent / PPTS / tetrahydrofuran; acetonitrile / 20 °C

16.1: 86 percent / SnCl₄ / CH₂Cl₂ / -78 °C

With osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; borane-THF; (S)-Corey-Bakshi-Shibata oxazaborolidine reagent; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; tin(IV) chloride; potassium carbonate; Dess-Martin periodane; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium diacetate; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 2.1: Dess-Martin oxidation / 7.1: Dess-Martin oxidation / 12.1: Dess-Martin oxidation / 16.1: Sakurai-Hosomi reaction;
DOI:10.1002/anie.200500029