2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(S)-(4-methoxy-benzyloxy)propyl]acrylic acid

Base Information

Chemical Name:2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(S)-(4-methoxy-benzyloxy)propyl]acrylic acid
CAS No.:790698-13-4
Molecular Formula:C₃₀H₃₆O₅Si
Molecular Weight:504.698
Hs Code.:

Synonyms:2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(S)-(4-methoxy-benzyloxy)propyl]acrylic acid

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Chemical Property of 2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(S)-(4-methoxy-benzyloxy)propyl]acrylic acid

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Technology Process of 2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(S)-(4-methoxy-benzyloxy)propyl]acrylic acid

There total 4 articles about 2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(S)-(4-methoxy-benzyloxy)propyl]acrylic acid 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: 82.0%

: 124-38-9,18923-20-1
carbon dioxide

: 790697-95-9
(R)-[4-bromo-2-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

: 790698-13-4
2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(S)-(4-methoxy-benzyloxy)propyl]acrylic acid

Guidance literature:: (R)-[4-bromo-2-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tert-butyl-diphenyl-silane; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1h;

carbon dioxide; In tetrahydrofuran; pentane; at 20 ℃; for 3h;
DOI:10.1021/ja0455852

Reference yield:

: 790698-12-3
(S)-4-Bromo-2-(4-methoxy-benzyloxy)-pent-4-en-1-ol

: 790698-13-4
2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(S)-(4-methoxy-benzyloxy)propyl]acrylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 72 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C

2.2: 82 percent / tetrahydrofuran; pentane / 3 h / 20 °C

With 1H-imidazole; tert.-butyl lithium; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1021/ja0455852

Reference yield:

: (R)-(+)-[4-isopropyl-3-(4-methoxybenzyloxy)acetyl]-2-oxazolidinone

: 790698-13-4
2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(S)-(4-methoxy-benzyloxy)propyl]acrylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

1.2: 71 percent / tetrahydrofuran / -78 - -45 °C

2.1: sodium borohydride / tetrahydrofuran / 1 h / 20 °C

2.2: 92 percent / aq. NaOH / tetrahydrofuran / 0.5 h / 20 °C

3.1: 72 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

4.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C

4.2: 82 percent / tetrahydrofuran; pentane / 3 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; tert.-butyl lithium; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1021/ja0455852