6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-2-(2-methyl-5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-3,6-dihydro-2H-pyran

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Chemical Name:6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-2-(2-methyl-5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-3,6-dihydro-2H-pyran
CAS No.:856410-75-8
Molecular Formula:C₃₈H₅₈O₃Si₃
Molecular Weight:647.133
Hs Code.:

6-[4-(<i>tert</i>-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-2-(2-methyl-5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-3,6-dihydro-2<i>H</i>-pyran

Synonyms:6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-2-(2-methyl-5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-3,6-dihydro-2H-pyran

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Chemical Property of 6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-2-(2-methyl-5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-3,6-dihydro-2H-pyran

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Technology Process of 6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-2-(2-methyl-5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-3,6-dihydro-2H-pyran

There total 14 articles about 6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-2-(2-methyl-5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-3,6-dihydro-2H-pyran 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: 86.0%

: 856410-47-4
tert-butoxy-{4-[6-(4,4-dibromo-2-methyl-but-3-enyl)-5,6-dihydro-2H-pyran-2-yl]-but-2-ynyloxy}-diphenyl-silane

: 13170-43-9
(trimethylsilyl)methylmagnesium chloride

: 856410-75-8
6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-2-(2-methyl-5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-3,6-dihydro-2H-pyran

Guidance literature:: With triphenylphosphine; palladium diacetate; In tetrahydrofuran; at 50 ℃;
DOI:10.1002/anie.200500029

Reference yield:

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

: 856410-75-8
6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-2-(2-methyl-5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: PPh₃ / CH₂Cl₂ / 0 °C

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

With triphenylphosphine; palladium diacetate; In tetrahydrofuran; dichloromethane;
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

: 856410-75-8
6-[4-(tert-butoxy-diphenyl-silanyloxy)-but-2-ynyl]-2-(2-methyl-5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 6 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

With n-butyllithium; Dess-Martin periodane; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium diacetate; In tetrahydrofuran; dichloromethane; 4.1: Dess-Martin oxidation;
DOI:10.1002/anie.200500029