2-(R)-(tert-butyldimethylsilanoxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionic acid

Base Information

Chemical Name:2-(R)-(tert-butyldimethylsilanoxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionic acid
CAS No.:320748-81-0
Molecular Formula:C₂₄H₄₄O₄Si₂
Molecular Weight:452.782
Hs Code.:

Synonyms:2-(R)-(tert-butyldimethylsilanoxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionic acid

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Chemical Property of 2-(R)-(tert-butyldimethylsilanoxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionic acid

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Technology Process of 2-(R)-(tert-butyldimethylsilanoxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionic acid

There total 7 articles about 2-(R)-(tert-butyldimethylsilanoxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionic 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: 93.0%

: 320748-80-9
2-(tert-butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionaldehyde

: 320748-81-0
2-(R)-(tert-butyldimethylsilanoxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 0 ℃; for 1h;
DOI:10.1021/ol006759x

Reference yield:

: 106-41-2
4-bromo-phenol

: 320748-81-0
2-(R)-(tert-butyldimethylsilanoxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / imidazole / tetrahydrofuran / 36 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.17 h / -78 °C

2.2: 83 percent / CuBr*SMe₂; BF₃*OEt₂ / tetrahydrofuran; pentane / -45 - -20 °C

3.1: imidazole / CH₂Cl₂ / 11 h / 20 °C

4.1: 289 mg / H₂ / Pd/C / ethyl acetate / 50 h / 2280.15 Torr

5.1: 84 percent / Dess-Martin periodinone / CH₂Cl₂ / 0.75 h / 0 °C

6.1: 93 percent / NaClO₂; NaH₂PO₄*H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 0 °C

With 1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; hydrogen; tert.-butyl lithium; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; tert-butyl alcohol; pentane; 5.1: Dess-Martin oxidation;
DOI:10.1021/ol006759x

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 320748-81-0
2-(R)-(tert-butyldimethylsilanoxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / imidazole / tetrahydrofuran / 36 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.17 h / -78 °C

2.2: 83 percent / CuBr*SMe₂; BF₃*OEt₂ / tetrahydrofuran; pentane / -45 - -20 °C

3.1: imidazole / CH₂Cl₂ / 11 h / 20 °C

4.1: 289 mg / H₂ / Pd/C / ethyl acetate / 50 h / 2280.15 Torr

5.1: 84 percent / Dess-Martin periodinone / CH₂Cl₂ / 0.75 h / 0 °C

6.1: 93 percent / NaClO₂; NaH₂PO₄*H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 0 °C

With 1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; hydrogen; tert.-butyl lithium; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; tert-butyl alcohol; pentane; 5.1: Dess-Martin oxidation;
DOI:10.1021/ol006759x