methyl 2-[(2E,4E)-4,6-dimethyldodeca-2,4-dienamido]-3-(4-t-butyldimethylsilyloxyphenyl)-propanoate

Base Information

Chemical Name:methyl 2-[(2E,4E)-4,6-dimethyldodeca-2,4-dienamido]-3-(4-t-butyldimethylsilyloxyphenyl)-propanoate
CAS No.:1269425-15-1
Molecular Formula:C₃₀H₄₉NO₄Si
Molecular Weight:515.809
Hs Code.:

Synonyms:methyl 2-[(2E,4E)-4,6-dimethyldodeca-2,4-dienamido]-3-(4-t-butyldimethylsilyloxyphenyl)-propanoate

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Chemical Property of methyl 2-[(2E,4E)-4,6-dimethyldodeca-2,4-dienamido]-3-(4-t-butyldimethylsilyloxyphenyl)-propanoate

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Technology Process of methyl 2-[(2E,4E)-4,6-dimethyldodeca-2,4-dienamido]-3-(4-t-butyldimethylsilyloxyphenyl)-propanoate

There total 10 articles about methyl 2-[(2E,4E)-4,6-dimethyldodeca-2,4-dienamido]-3-(4-t-butyldimethylsilyloxyphenyl)-propanoate 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: 57.0%

: 152984-48-0
Ethyl (2E,4E,6R)-4,6-dimethyl-2,4-dodecadienoic acid

: 216974-09-3
methyl (2S)-2-amino-3-{4'-[(tert-butyldimethylsilyl)oxy]phenyl}propanoate

: 1269425-15-1
methyl 2-[(2E,4E)-4,6-dimethyldodeca-2,4-dienamido]-3-(4-t-butyldimethylsilyloxyphenyl)-propanoate

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 5.5h;
DOI:10.3762/bjoc.7.21

Reference yield:

: 7786-29-0,55352-42-6,72598-55-1,49642-49-1
(R)-α-methyloctanal

: 1269425-15-1
methyl 2-[(2E,4E)-4,6-dimethyldodeca-2,4-dienamido]-3-(4-t-butyldimethylsilyloxyphenyl)-propanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene / 16 h / 80 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran; n-heptane / 2 h / 0 - 20 °C / Inert atmosphere

3.1: Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C / Inert atmosphere

4.2: 0 - 20 °C / Inert atmosphere

5.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 20 °C

6.1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane / 5.5 h / 20 °C

With lithium hydroxide monohydrate; sodium hydride; diisobutylaluminium hydride; benzotriazol-1-ol; Dess-Martin periodane; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; n-heptane; dichloromethane; water; toluene; mineral oil; 1.1: Wittig reaction / 4.1: Wittig-Horner reaction / 4.2: Wittig-Horner reaction;
DOI:10.3762/bjoc.7.21

Reference yield:

: 152899-20-2
Ethyl (2E,4E,6R)-4,6-dimethyl-2,4-dodecadienoate

: 1269425-15-1
methyl 2-[(2E,4E)-4,6-dimethyldodeca-2,4-dienamido]-3-(4-t-butyldimethylsilyloxyphenyl)-propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 20 °C

2: benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane / 5.5 h / 20 °C

With lithium hydroxide monohydrate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.3762/bjoc.7.21