tert-Butyl-((Z)-4-{(2R,6S)-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enyloxy)-dimethyl-silane

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Chemical Name:tert-Butyl-((Z)-4-{(2R,6S)-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enyloxy)-dimethyl-silane
CAS No.:259199-04-7
Molecular Formula:C₂₇H₄₄O₄Si
Molecular Weight:460.729
Hs Code.:

Synonyms:tert-Butyl-((Z)-4-{(2R,6S)-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enyloxy)-dimethyl-silane

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Chemical Property of tert-Butyl-((Z)-4-{(2R,6S)-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enyloxy)-dimethyl-silane

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Technology Process of tert-Butyl-((Z)-4-{(2R,6S)-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enyloxy)-dimethyl-silane

There total 10 articles about tert-Butyl-((Z)-4-{(2R,6S)-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enyloxy)-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: 78.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 259199-03-6
(Z)-4-{(2R,6S)-6-[(R)-3-(4-Methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-en-1-ol

: 259199-04-7
tert-Butyl-((Z)-4-{(2R,6S)-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enyloxy)-dimethyl-silane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/S0040-4039(99)02021-3

Reference yield:

: 136320-64-4
(2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol

: 259199-04-7
tert-Butyl-((Z)-4-{(2R,6S)-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enyloxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1: pyridine / 20 °C

2: dimethylsulfoxide / 80 °C

3: 80 percent / DIBAH / tetrahydrofuran / -78 - 20 °C

4: 90 percent / diethyl ether / -100 °C

5: 84 percent / PPTS / toluene / 35 °C / 60 Torr

6: 94 percent / Cl₂(Cy₃P)2Ru=CHPh / CH₂Cl₂ / Heating

7: 81 percent / montmorillonite K-10 / CH₂Cl₂ / 20 °C

8: 73 percent / KHMDS; 18-crown-6 / tetrahydrofuran / -78 °C

9: 86 percent / DIBAH / tetrahydrofuran / -78 - 20 °C

10: 78 percent / imidazole / dimethylformamide / 20 °C

With pyridine; 1H-imidazole; Grubbs catalyst first generation; 18-crown-6 ether; montmorillonite K-10; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 1: Tosylation / 2: Substitution / 3: Reduction / 4: modified Brown allylation / 5: transketalization / 6: Cyclization / 7: Alkylation / 8: Alkylation / 9: Reduction / 10: Etherification;
DOI:10.1016/S0040-4039(99)02021-3

Reference yield:

: 259198-97-5
(3R)-4-(4-methoxybenzyloxy)-3-methylbutyraldehyde

: 259199-04-7
tert-Butyl-((Z)-4-{(2R,6S)-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enyloxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / diethyl ether / -100 °C

2: 84 percent / PPTS / toluene / 35 °C / 60 Torr

3: 94 percent / Cl₂(Cy₃P)2Ru=CHPh / CH₂Cl₂ / Heating

4: 81 percent / montmorillonite K-10 / CH₂Cl₂ / 20 °C

5: 73 percent / KHMDS; 18-crown-6 / tetrahydrofuran / -78 °C

6: 86 percent / DIBAH / tetrahydrofuran / -78 - 20 °C

7: 78 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; Grubbs catalyst first generation; 18-crown-6 ether; montmorillonite K-10; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 1: modified Brown allylation / 2: transketalization / 3: Cyclization / 4: Alkylation / 5: Alkylation / 6: Reduction / 7: Etherification;
DOI:10.1016/S0040-4039(99)02021-3