2-(4-Methoxy-benzyloxy)-6-trimethylsilanyl-hex-5-ynoic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-1-methyl-but-2-enyl ester

Base Information

Chemical Name:2-(4-Methoxy-benzyloxy)-6-trimethylsilanyl-hex-5-ynoic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-1-methyl-but-2-enyl ester
CAS No.:851626-50-1
Molecular Formula:C₃₈H₅₀O₅Si₂
Molecular Weight:642.983
Hs Code.:

Synonyms:2-(4-Methoxy-benzyloxy)-6-trimethylsilanyl-hex-5-ynoic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-1-methyl-but-2-enyl ester

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Chemical Property of 2-(4-Methoxy-benzyloxy)-6-trimethylsilanyl-hex-5-ynoic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-1-methyl-but-2-enyl ester

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Technology Process of 2-(4-Methoxy-benzyloxy)-6-trimethylsilanyl-hex-5-ynoic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-1-methyl-but-2-enyl ester

There total 7 articles about 2-(4-Methoxy-benzyloxy)-6-trimethylsilanyl-hex-5-ynoic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-1-methyl-but-2-enyl 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: 98.0%

: 75-77-4
chloro-trimethyl-silane

: 851626-47-6
(2RS,1'S,2'E) 2-(4-methoxybenzyloxy)hex-5-ynoic acid 4'-(tert-butyl(diphenyl)silyloxy)-1'-methylbut-2'-enyl ester

: 851626-50-1
2-(4-Methoxy-benzyloxy)-6-trimethylsilanyl-hex-5-ynoic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-1-methyl-but-2-enyl ester

Guidance literature:: (2RS,1'S,2'E) 2-(4-methoxybenzyloxy)hex-5-ynoic acid 4'-(tert-butyl(diphenyl)silyloxy)-1'-methylbut-2'-enyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 2.25h;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at -78 ℃; for 0.533333h;
DOI:10.1016/j.tetasy.2004.12.029

Reference yield:

: 244260-82-0
2-(4-methoxybenzyloxy)hex-5-enoic acid

: 851626-50-1
2-(4-Methoxy-benzyloxy)-6-trimethylsilanyl-hex-5-ynoic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-1-methyl-but-2-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: ozone / CH₂Cl₂; methanol / -78 °C

1.2: triphenylphosphine / CH₂Cl₂; methanol / -78 - 20 °C

2.1: K₂CO₃ / methanol / 1.03 h

3.1: 99 percent / Ba(OH)2*8H₂O / methanol / 4 h / 20 °C

4.1: 71 percent / DCC; DMAP / CH₂Cl₂ / 0 - 20 °C

5.1: LiHMDS / tetrahydrofuran; hexane / 2.25 h / -78 °C

5.2: 98 percent / tetrahydrofuran; hexane / 0.53 h / -78 °C

With dmap; barium dihydroxide; potassium carbonate; ozone; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1016/j.tetasy.2004.12.029

Reference yield:

: 2-(4-methoxy-benzyloxy)-hex-5-enal

: 851626-50-1
2-(4-Methoxy-benzyloxy)-6-trimethylsilanyl-hex-5-ynoic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-1-methyl-but-2-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O; isobutylene / 1.25 h

2.1: ozone / CH₂Cl₂; methanol / -78 °C

2.2: triphenylphosphine / CH₂Cl₂; methanol / -78 - 20 °C

3.1: K₂CO₃ / methanol / 1.03 h

4.1: 99 percent / Ba(OH)2*8H₂O / methanol / 4 h / 20 °C

5.1: 71 percent / DCC; DMAP / CH₂Cl₂ / 0 - 20 °C

6.1: LiHMDS / tetrahydrofuran; hexane / 2.25 h / -78 °C

6.2: 98 percent / tetrahydrofuran; hexane / 0.53 h / -78 °C

With dmap; barium dihydroxide; sodium chlorite; sodium dihydrogenphosphate; potassium carbonate; ozone; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; water; isobutene; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2004.12.029