methyl (2E,4S,5R)-5-hydroxy-8-[(tert-butyldiphenyl)oxy]-4-methyl-oct-2-enoate

Base Information

Chemical Name:methyl (2E,4S,5R)-5-hydroxy-8-[(tert-butyldiphenyl)oxy]-4-methyl-oct-2-enoate
CAS No.:1340479-61-9
Molecular Formula:C₂₆H₃₆O₄Si
Molecular Weight:440.655
Hs Code.:

Synonyms:methyl (2E,4S,5R)-5-hydroxy-8-[(tert-butyldiphenyl)oxy]-4-methyl-oct-2-enoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (2E,4S,5R)-5-hydroxy-8-[(tert-butyldiphenyl)oxy]-4-methyl-oct-2-enoate

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Technology Process of methyl (2E,4S,5R)-5-hydroxy-8-[(tert-butyldiphenyl)oxy]-4-methyl-oct-2-enoate

There total 4 articles about methyl (2E,4S,5R)-5-hydroxy-8-[(tert-butyldiphenyl)oxy]-4-methyl-oct-2-enoate 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: 83.0%

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

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 1340479-61-9
methyl (2E,4S,5R)-5-hydroxy-8-[(tert-butyldiphenyl)oxy]-4-methyl-oct-2-enoate

Guidance literature:: With Hoveyda-Grubbs catalyst second generation; In dichloromethane; at 80 ℃; for 2h; Inert atmosphere; Microwave irradiation;
DOI:10.1021/ol202483u

Reference yield:

: 130372-07-5
4-(tret-butyldiphenylsilyloxy)butan-1-ol

: 1340479-61-9
methyl (2E,4S,5R)-5-hydroxy-8-[(tert-butyldiphenyl)oxy]-4-methyl-oct-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

1.2: 0.67 h / -78 °C / Inert atmosphere

2.1: C₄₀H₄₀O₄Ti / tetrahydrofuran; diethyl ether / 2.17 h / -78 - 0 °C / Inert atmosphere

2.2: 20 h / -78 - 20 °C / Inert atmosphere

2.3: 48 h / 20 °C / Inert atmosphere

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

With Hoveyda-Grubbs catalyst second generation; oxalyl dichloride; C₄₀H₄₀O₄Ti; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol202483u

Reference yield:

: 127793-62-8
4-((tert-butyldiphenylsilyl)oxy)butanal

: 1340479-61-9
methyl (2E,4S,5R)-5-hydroxy-8-[(tert-butyldiphenyl)oxy]-4-methyl-oct-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: C₄₀H₄₀O₄Ti / tetrahydrofuran; diethyl ether / 2.17 h / -78 - 0 °C / Inert atmosphere

1.2: 20 h / -78 - 20 °C / Inert atmosphere

1.3: 48 h / 20 °C / Inert atmosphere

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

With Hoveyda-Grubbs catalyst second generation; C₄₀H₄₀O₄Ti; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol202483u