{(2R,6S)-2-Allyl-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

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Chemical Name:{(2R,6S)-2-Allyl-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane
CAS No.:868668-28-4
Molecular Formula:C₂₆H₄₄O₄Si
Molecular Weight:448.718
Hs Code.:

Synonyms:{(2R,6S)-2-Allyl-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

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Chemical Property of {(2R,6S)-2-Allyl-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

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Technology Process of {(2R,6S)-2-Allyl-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

There total 10 articles about {(2R,6S)-2-Allyl-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-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: 97.0%

: 868668-40-0
(2R,3SR,6S)-2-allyl-6-[(2R)-3-(p-methoxybenzyloxy)-2-methylpropyl]tetrahydropyran-3-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 868668-28-4
{(2R,6S)-2-Allyl-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1248/cpb.53.989

Reference yield:

: 868668-36-4
(4S,6R)-7-(p-methoxybenzyloxy)-6-methyl-1,4-heptanediol

: 868668-28-4
{(2R,6S)-2-Allyl-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: 93 percent / imidazole / dimethylformamide / 20 °C

2.1: NaH; 15-crown-5 / tetrahydrofuran / 0.5 h / 0 °C

2.2: 96 percent / tetrahydrofuran / 20 °C

3.1: 93 percent / TBAF / tetrahydrofuran / 20 °C

4.1: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

5.1: 95 percent / oxone / dimethylformamide / 0 °C

6.1: ClCO₂Et; Et₃N / tetrahydrofuran / 0.5 h / 0 °C

6.2: 85 percent / tetrahydrofuran; diethyl ether / 20 °C

7.1: 80 percent / copper(II) hexafluoroacetylacetonate / tetrahydrofuran; CH₂Cl₂ / 4 h / Heating

8.1: 98 percent / NaBH₄ / ethanol / 20 °C

9.1: 97 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; Oxone; sodium tetrahydroborate; copper(II) hexafluoro-2,4-pentanedionate; 15-crown-5; tetrabutyl ammonium fluoride; chloroformic acid ethyl ester; sodium hydride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.53.989

Reference yield:

: 868668-38-6
(4S,6R)-4-allyloxy-7-(p-methoxybenzyloxy)-6-methyl-1-heptanal

: 868668-28-4
{(2R,6S)-2-Allyl-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-tetrahydro-pyran-3-yloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / oxone / dimethylformamide / 0 °C

2.1: ClCO₂Et; Et₃N / tetrahydrofuran / 0.5 h / 0 °C

2.2: 85 percent / tetrahydrofuran; diethyl ether / 20 °C

3.1: 80 percent / copper(II) hexafluoroacetylacetonate / tetrahydrofuran; CH₂Cl₂ / 4 h / Heating

4.1: 98 percent / NaBH₄ / ethanol / 20 °C

5.1: 97 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; Oxone; sodium tetrahydroborate; copper(II) hexafluoro-2,4-pentanedionate; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.53.989