(S)-4-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enyloxy]-1,3-dimethyl-2-methylene-cyclohex-3-enecarboxylic acid methyl ester

Base Information

Chemical Name:(S)-4-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enyloxy]-1,3-dimethyl-2-methylene-cyclohex-3-enecarboxylic acid methyl ester
CAS No.:397322-69-9
Molecular Formula:C₃₂H₄₂O₄Si
Molecular Weight:518.769
Hs Code.:

Synonyms:(S)-4-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enyloxy]-1,3-dimethyl-2-methylene-cyclohex-3-enecarboxylic acid methyl ester

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Chemical Property of (S)-4-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enyloxy]-1,3-dimethyl-2-methylene-cyclohex-3-enecarboxylic acid methyl ester

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Technology Process of (S)-4-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enyloxy]-1,3-dimethyl-2-methylene-cyclohex-3-enecarboxylic acid methyl ester

There total 12 articles about (S)-4-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enyloxy]-1,3-dimethyl-2-methylene-cyclohex-3-enecarboxylic acid methyl 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: 65.0%

: 161807-11-0
5-(tert-butyldiphenylsiloxy)-1-trifluoromethanesulfonyloxy-2-pentene

: 397322-66-6
(S)-(-)-methyl 4-oxo-1,2,3-trimethyl-2-cyclohexene-1-carboxylate

: 397322-69-9
(S)-4-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enyloxy]-1,3-dimethyl-2-methylene-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: (S)-(-)-methyl 4-oxo-1,2,3-trimethyl-2-cyclohexene-1-carboxylate; With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane; In tetrahydrofuran; at -78 - 20 ℃;

5-(tert-butyldiphenylsiloxy)-1-trifluoromethanesulfonyloxy-2-pentene; In tetrahydrofuran; at -78 ℃; for 0.5h; Further stages.;
DOI:10.1021/ja017194i

Reference yield:

: 127665-77-4
(E)-5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-en-1-ol

: 397322-69-9
(S)-4-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enyloxy]-1,3-dimethyl-2-methylene-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,10-phenantroline; n-BuLi / diethyl ether / 0.25 h / -78 °C

2.1: KHMDS; HMPA / tetrahydrofuran / -78 - 20 °C

2.2: 65 percent / tetrahydrofuran / 0.5 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; 1,10-Phenanthroline; potassium hexamethylsilazane; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja017194i

Reference yield:

: 88158-68-3
4-(tert-butyldiphenylsilyloxy)-1-butyne

: 397322-69-9
(S)-4-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enyloxy]-1,3-dimethyl-2-methylene-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 3.5 h / -78 - 20 °C

1.2: 85 percent / tetrahydrofuran; hexane / 16 h / -78 - 20 °C

2.1: 96 percent / LAH / methanol; tetrahydrofuran / 1 h / Heating

3.1: 1,10-phenantroline; n-BuLi / diethyl ether / 0.25 h / -78 °C

4.1: KHMDS; HMPA / tetrahydrofuran / -78 - 20 °C

4.2: 65 percent / tetrahydrofuran / 0.5 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; 1,10-Phenanthroline; potassium hexamethylsilazane; In tetrahydrofuran; methanol; diethyl ether; hexane;
DOI:10.1021/ja017194i