tert-Butyl-[(2S,4S,6S)-6-methoxy-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-ylmethoxy]-diphenyl-silane

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Chemical Name:tert-Butyl-[(2S,4S,6S)-6-methoxy-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-ylmethoxy]-diphenyl-silane
CAS No.:913722-22-2
Molecular Formula:C₃₃H₄₄O₅Si
Molecular Weight:548.795
Hs Code.:

Synonyms:tert-Butyl-[(2S,4S,6S)-6-methoxy-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-ylmethoxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[(2S,4S,6S)-6-methoxy-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-ylmethoxy]-diphenyl-silane

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Technology Process of tert-Butyl-[(2S,4S,6S)-6-methoxy-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-ylmethoxy]-diphenyl-silane

There total 6 articles about tert-Butyl-[(2S,4S,6S)-6-methoxy-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-ylmethoxy]-diphenyl-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: 77.0%

: 913722-20-0
(2S,4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methoxy-3,3-dimethyl-tetrahydro-pyran-4-ol

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 913722-22-2
tert-Butyl-[(2S,4S,6S)-6-methoxy-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-ylmethoxy]-diphenyl-silane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1021/ol061626i

Reference yield:

: 121467-56-9
(2R,4aR,6S,8aR)-6-Methoxy-7,7-dimethyl-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one

: 913722-22-2
tert-Butyl-[(2S,4S,6S)-6-methoxy-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-ylmethoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / H₂ / Pd(OH)2/C / methanol / 24 h / 20 °C / 760 Torr

2: 91 percent / imidazole / dimethylformamide / 2 h / 20 °C

3: 83 percent / acetonitrile / 22 h / 20 °C

4: 95 percent / Bu₃SnH; AIBN / toluene / 0.83 h / 90 °C

5: 84 percent / Me₃Al; i-PrOH / hexane / 24 h / 20 °C

6: 77 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 48 h / 20 °C

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); hydrogen; trimethylaluminum; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; isopropyl alcohol; palladium dihydroxide; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 4: Barton deoxygenation / 5: Meerwein-Ponndorf-Verley reduction;
DOI:10.1021/ol061626i

Reference yield:

: 913722-16-4
(2S,5R,6R)-5-Hydroxy-6-hydroxymethyl-2-methoxy-3,3-dimethyl-tetrahydro-pyran-4-one

: 913722-22-2
tert-Butyl-[(2S,4S,6S)-6-methoxy-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-ylmethoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 83 percent / acetonitrile / 22 h / 20 °C

3: 95 percent / Bu₃SnH; AIBN / toluene / 0.83 h / 90 °C

4: 84 percent / Me₃Al; i-PrOH / hexane / 24 h / 20 °C

5: 77 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 48 h / 20 °C

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); trimethylaluminum; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; isopropyl alcohol; In hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 3: Barton deoxygenation / 4: Meerwein-Ponndorf-Verley reduction;
DOI:10.1021/ol061626i