[[(2S,4S,5R,6S)-6-allyl-4-(benzyloxy)tetrahydro-5-methyl-2H-pyran-2-yl]methoxy]-tert-butyldiphenylsilane

Base Information

Chemical Name:[[(2S,4S,5R,6S)-6-allyl-4-(benzyloxy)tetrahydro-5-methyl-2H-pyran-2-yl]methoxy]-tert-butyldiphenylsilane
CAS No.:261374-46-3
Molecular Formula:C₃₃H₄₂O₃Si
Molecular Weight:514.78
Hs Code.:

Synonyms:[[(2S,4S,5R,6S)-6-allyl-4-(benzyloxy)tetrahydro-5-methyl-2H-pyran-2-yl]methoxy]-tert-butyldiphenylsilane

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Chemical Property of [[(2S,4S,5R,6S)-6-allyl-4-(benzyloxy)tetrahydro-5-methyl-2H-pyran-2-yl]methoxy]-tert-butyldiphenylsilane

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Technology Process of [[(2S,4S,5R,6S)-6-allyl-4-(benzyloxy)tetrahydro-5-methyl-2H-pyran-2-yl]methoxy]-tert-butyldiphenylsilane

There total 3 articles about [[(2S,4S,5R,6S)-6-allyl-4-(benzyloxy)tetrahydro-5-methyl-2H-pyran-2-yl]methoxy]-tert-butyldiphenylsilane 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: 87.0%

: 100-39-0
benzyl bromide

: 223692-96-4
(2S,3R,4S,6S)-2-allyl-6-[(tert-butyldiphenylsiloxy)methyl]tetrahydro-3-methyl-2H-pyran-4-ol

: 261374-46-3
[[(2S,4S,5R,6S)-6-allyl-4-(benzyloxy)tetrahydro-5-methyl-2H-pyran-2-yl]methoxy]-tert-butyldiphenylsilane

Guidance literature:: With sodium hydride; sodium iodide; In tetrahydrofuran; Heating;
DOI:10.1021/ja990384x

Reference yield:

: (3R,4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-one

: 261374-46-3
[[(2S,4S,5R,6S)-6-allyl-4-(benzyloxy)tetrahydro-5-methyl-2H-pyran-2-yl]methoxy]-tert-butyldiphenylsilane

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran; diethyl ether / 0.08 h / -78 °C

2: 71 percent / Et₃SiH; SnCl₄ / CH₂Cl₂ / 1.33 h / -78 - -20 °C

3: 87 percent / NaH; NaI / tetrahydrofuran / 0.33 h / Heating

With triethylsilane; tin(IV) chloride; sodium hydride; sodium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Substitution / 2: dehydroxylation / 3: benzylation;
DOI:10.1021/ja993487o

Reference yield:

: (3R,4S,6S)-2-Allyl-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-tetrahydro-pyran-2,4-diol

: 261374-46-3
[[(2S,4S,5R,6S)-6-allyl-4-(benzyloxy)tetrahydro-5-methyl-2H-pyran-2-yl]methoxy]-tert-butyldiphenylsilane

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / Et₃SiH; SnCl₄ / CH₂Cl₂ / 1.33 h / -78 - -20 °C

2: 87 percent / NaH; NaI / tetrahydrofuran / 0.33 h / Heating

With triethylsilane; tin(IV) chloride; sodium hydride; sodium iodide; In tetrahydrofuran; dichloromethane; 1: dehydroxylation / 2: benzylation;
DOI:10.1021/ja993487o