(2R,3S)-2-{3-[(tert-butyldiphenyl)oxy]propyl}-3-methyl-6-(pent-4-en-1-yl)-3,4-dihydro-2H-pyran

Base Information

Chemical Name:(2R,3S)-2-{3-[(tert-butyldiphenyl)oxy]propyl}-3-methyl-6-(pent-4-en-1-yl)-3,4-dihydro-2H-pyran
CAS No.:1340479-72-2
Molecular Formula:C₃₀H₄₂O₂Si
Molecular Weight:462.748
Hs Code.:

Synonyms:(2R,3S)-2-{3-[(tert-butyldiphenyl)oxy]propyl}-3-methyl-6-(pent-4-en-1-yl)-3,4-dihydro-2H-pyran

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Chemical Property of (2R,3S)-2-{3-[(tert-butyldiphenyl)oxy]propyl}-3-methyl-6-(pent-4-en-1-yl)-3,4-dihydro-2H-pyran

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Technology Process of (2R,3S)-2-{3-[(tert-butyldiphenyl)oxy]propyl}-3-methyl-6-(pent-4-en-1-yl)-3,4-dihydro-2H-pyran

There total 18 articles about (2R,3S)-2-{3-[(tert-butyldiphenyl)oxy]propyl}-3-methyl-6-(pent-4-en-1-yl)-3,4-dihydro-2H-pyran 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: 93.0%

: 1340479-62-0
(5S,6R)-6-{3-[(tert-butyldiphenyl)oxy]propyl}-5-methyltetrahydro-2H-pyran-2-one

: 34164-50-6
4-penten-1-ylmagnesium bromide

: 1340479-72-2
(2R,3S)-2-{3-[(tert-butyldiphenyl)oxy]propyl}-3-methyl-6-(pent-4-en-1-yl)-3,4-dihydro-2H-pyran

: 1340479-63-1
(5S,6R)-6-{3-[(tert-butyldiphenyl)oxy]propyl}-5-methyl-2-(pent-4-en-1-yl)tetrahydro-2H-pyran-2-ol

Guidance literature:: In diethyl ether; cyclohexane; at -20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ol202483u

Reference yield:

: 7217-71-2
1-phenyl-2-propenyl acetate

: 1340479-63-1
(5S,6R)-6-{3-[(tert-butyldiphenyl)oxy]propyl}-5-methyl-2-(pent-4-en-1-yl)tetrahydro-2H-pyran-2-ol

: 1340479-72-2
(2R,3S)-2-{3-[(tert-butyldiphenyl)oxy]propyl}-3-methyl-6-(pent-4-en-1-yl)-3,4-dihydro-2H-pyran

: 1340479-73-3
C₃₉H₅₀O₄Si

: 1340479-64-2
(3E)-7-{(5S)-2-hydroxy-{3-[(tert-butyldiphenyl)oxy]propyl}-5-methyltetrahydro-2H-pyran-2-yl}hept-3-en-2-yl acetate

: 1340479-74-4
C₃₉H₅₂O₅Si

Guidance literature:: 1-phenyl-2-propenyl acetate; (5S,6R)-6-{3-[(tert-butyldiphenyl)oxy]propyl}-5-methyl-2-(pent-4-en-1-yl)tetrahydro-2H-pyran-2-ol; With Hoveyda-Grubbs catalyst second generation; In dichloromethane; at 80 ℃; Inert atmosphere; Microwave irradiation;

With camphor-10-sulfonic acid; In tetrahydrofuran; water; at 20 ℃; for 2h; Inert atmosphere; Microwave irradiation;
DOI:10.1021/ol202483u

Reference yield:

: 1269618-58-7
(3S,4R)-7-[(tert-butyldiphenyl)oxy]-3-methyl-hept-1-en-4-ol

: 1340479-72-2
(2R,3S)-2-{3-[(tert-butyldiphenyl)oxy]propyl}-3-methyl-6-(pent-4-en-1-yl)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 5 steps

1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 2 h / 80 °C / Inert atmosphere; Microwave irradiation

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C

3.1: camphor-10-sulfonic acid / dichloromethane / 2 h / 20 °C

4.1: diethyl ether; cyclohexane / 16 h / -20 °C / Inert atmosphere

5.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 80 °C / Inert atmosphere; Microwave irradiation

5.2: 2 h / 20 °C / Inert atmosphere; Microwave irradiation

With Hoveyda-Grubbs catalyst second generation; palladium 10% on activated carbon; camphor-10-sulfonic acid; hydrogen; In diethyl ether; dichloromethane; cyclohexane; ethyl acetate;
DOI:10.1021/ol202483u