(-)-2-[(2R,3S)-2,6-dimethyl-3-triethylsilanyloxyhepta-6-enoyl]acrylic acid p-methoxybenzyl ester

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Chemical Name:(-)-2-[(2R,3S)-2,6-dimethyl-3-triethylsilanyloxyhepta-6-enoyl]acrylic acid p-methoxybenzyl ester
CAS No.:1370458-45-9
Molecular Formula:C₂₆H₄₀O₅Si
Molecular Weight:460.686
Hs Code.:

Synonyms:(-)-2-[(2R,3S)-2,6-dimethyl-3-triethylsilanyloxyhepta-6-enoyl]acrylic acid p-methoxybenzyl ester

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Chemical Property of (-)-2-[(2R,3S)-2,6-dimethyl-3-triethylsilanyloxyhepta-6-enoyl]acrylic acid p-methoxybenzyl ester

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Technology Process of (-)-2-[(2R,3S)-2,6-dimethyl-3-triethylsilanyloxyhepta-6-enoyl]acrylic acid p-methoxybenzyl ester

There total 7 articles about (-)-2-[(2R,3S)-2,6-dimethyl-3-triethylsilanyloxyhepta-6-enoyl]acrylic acid p-methoxybenzyl ester 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: 78.0%

: 1370458-37-9
(-)-2-[(2S,3S)-2,6-dimethyl-1-hydroxy-3-triethylsilanyloxyhepta-6-enyl]acrylic acid p-methoxybenzyl ester

: 1370458-45-9
(-)-2-[(2R,3S)-2,6-dimethyl-3-triethylsilanyloxyhepta-6-enoyl]acrylic acid p-methoxybenzyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 6h; Inert atmosphere;
DOI:10.1021/ol300615w

Reference yield:

: 1370458-46-0
C₁₅H₃₀O₂Si

: 1370458-45-9
(-)-2-[(2R,3S)-2,6-dimethyl-3-triethylsilanyloxyhepta-6-enoyl]acrylic acid p-methoxybenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,N,N,N,N,N-hexamethylphosphoric triamide; diisobutylaluminium hydride / tetrahydrofuran; hexane / 1 h / 0 °C / Inert atmosphere

1.2: 5 h / 0 - 20 °C / Inert atmosphere

2.1: Otera's catalyst / toluene / 13 h / 110 °C

3.1: Dess-Martin periodane / dichloromethane / 6 h / 0 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; Otera's catalyst; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; toluene; 3.1: Dess-Martin oxidation;
DOI:10.1021/ol300615w

Reference yield:

: 1370458-29-9
(-)-(R)-3-[(2R,3S)-2,6-dimethyl-3-hydroxy-hepta-6-enoyl]-4-isopropyloxazolidin-2-one

: 1370458-45-9
(-)-2-[(2R,3S)-2,6-dimethyl-3-triethylsilanyloxyhepta-6-enoyl]acrylic acid p-methoxybenzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: trimethylaluminum / tetrahydrofuran; hexane / 1 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 5 h / 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / hexane; toluene / 3 h / -78 °C / Inert atmosphere

4.1: N,N,N,N,N,N-hexamethylphosphoric triamide; diisobutylaluminium hydride / tetrahydrofuran; hexane / 1 h / 0 °C / Inert atmosphere

4.2: 5 h / 0 - 20 °C / Inert atmosphere

5.1: Otera's catalyst / toluene / 13 h / 110 °C

6.1: Dess-Martin periodane / dichloromethane / 6 h / 0 °C / Inert atmosphere

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; Otera's catalyst; trimethylaluminum; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; toluene; 6.1: Dess-Martin oxidation;
DOI:10.1021/ol300615w