(E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-hexyl-hexadec-4-enoic acid tert-butyl ester

Base Information

Chemical Name:(E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-hexyl-hexadec-4-enoic acid tert-butyl ester
CAS No.:214683-65-5
Molecular Formula:C₃₄H₆₀O₂Si
Molecular Weight:528.935
Hs Code.:

Synonyms:(E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-hexyl-hexadec-4-enoic acid tert-butyl ester

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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 (E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-hexyl-hexadec-4-enoic acid tert-butyl ester

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Technology Process of (E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-hexyl-hexadec-4-enoic acid tert-butyl ester

There total 13 articles about (E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-hexyl-hexadec-4-enoic acid tert-butyl 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: 51.0%

: 638-45-9
1-Iodohexane

: 214683-64-4
(E)-(R)-3-(Dimethyl-phenyl-silanyl)-hexadec-4-enoic acid tert-butyl ester

: 214683-65-5
(E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-hexyl-hexadec-4-enoic acid tert-butyl ester

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h;
DOI:10.1039/a804275f

Reference yield:

: 17156-64-8
(dimethylphenylsilyl)acetylene

: 214683-65-5
(E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-hexyl-hexadec-4-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) MeMgCl / 1.) THF, r.t., 2 h, 2.) THF, -23 deg C, 30 min; r.t., 2 h

2: 64 percent / H₂, quinoline / 10percent Pd/BaSO₄ / methanol / 3 h

3: (COCl)2, DMF / CH₂Cl₂ / 1 h / Ambient temperature

4: n-BuLi / tetrahydrofuran; hexane / 1.) -20 deg C, 20 min, 2.) r.t., 30 min

6: 43 percent / n-BuLi / tetrahydrofuran; hexane / 24 h / Ambient temperature

7: 51 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h

With quinoline; n-butyllithium; oxalyl dichloride; hydrogen; methylmagnesium chloride; N,N-dimethyl-formamide; lithium diisopropyl amide; Pd-BaSO₄; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1039/a804275f

Reference yield:

: 130625-73-9
(Dimethyl-phenyl-silanyl)-propynoic acid

: 214683-65-5
(E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-hexyl-hexadec-4-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 64 percent / H₂, quinoline / 10percent Pd/BaSO₄ / methanol / 3 h

2: (COCl)2, DMF / CH₂Cl₂ / 1 h / Ambient temperature

3: n-BuLi / tetrahydrofuran; hexane / 1.) -20 deg C, 20 min, 2.) r.t., 30 min

5: 43 percent / n-BuLi / tetrahydrofuran; hexane / 24 h / Ambient temperature

6: 51 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h

With quinoline; n-butyllithium; oxalyl dichloride; hydrogen; N,N-dimethyl-formamide; lithium diisopropyl amide; Pd-BaSO₄; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1039/a804275f