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

Base Information

Chemical Name:(2R,3SR,6S)-2-allyl-6-[(2R)-3-(p-methoxybenzyloxy)-2-methylpropyl]tetrahydropyran-3-ol
CAS No.:868668-40-0
Molecular Formula:C₂₀H₃₀O₄
Molecular Weight:334.456
Hs Code.:

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

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Chemical Property of (2R,3SR,6S)-2-allyl-6-[(2R)-3-(p-methoxybenzyloxy)-2-methylpropyl]tetrahydropyran-3-ol

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Technology Process of (2R,3SR,6S)-2-allyl-6-[(2R)-3-(p-methoxybenzyloxy)-2-methylpropyl]tetrahydropyran-3-ol

There total 9 articles about (2R,3SR,6S)-2-allyl-6-[(2R)-3-(p-methoxybenzyloxy)-2-methylpropyl]tetrahydropyran-3-ol 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: 98.0%

: 868668-23-9
(2R,6S)-2-allyl-6-[(2R)-3-{p-methoxybenzyloxy}-2-methylpropyl]tetrahydropyran-3-one

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

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 20 ℃;
DOI:10.1248/cpb.53.989

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 8 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

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

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

Guidance literature:: Multi-step reaction with 4 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

With 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