3-[1-(tert-Butyl-dimethyl-silanyloxy)-2-(6-formyl-pyridin-2-yl)-ethyl]-benzoic acid methyl ester

Base Information

Chemical Name:3-[1-(tert-Butyl-dimethyl-silanyloxy)-2-(6-formyl-pyridin-2-yl)-ethyl]-benzoic acid methyl ester
CAS No.:152091-35-5
Molecular Formula:C₂₂H₂₉NO₄Si
Molecular Weight:399.562
Hs Code.:

Synonyms:3-[1-(tert-Butyl-dimethyl-silanyloxy)-2-(6-formyl-pyridin-2-yl)-ethyl]-benzoic acid methyl ester

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Chemical Property of 3-[1-(tert-Butyl-dimethyl-silanyloxy)-2-(6-formyl-pyridin-2-yl)-ethyl]-benzoic acid methyl ester

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Technology Process of 3-[1-(tert-Butyl-dimethyl-silanyloxy)-2-(6-formyl-pyridin-2-yl)-ethyl]-benzoic acid methyl ester

There total 7 articles about 3-[1-(tert-Butyl-dimethyl-silanyloxy)-2-(6-formyl-pyridin-2-yl)-ethyl]-benzoic 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: 75.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 152091-34-4
methyl 3-<2-(6-formylpyridin-2-yl)-1-hydroxyethyl>benzoate

: 152091-35-5
3-[1-(tert-Butyl-dimethyl-silanyloxy)-2-(6-formyl-pyridin-2-yl)-ethyl]-benzoic acid methyl ester

Guidance literature:: With lutidine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jm00074a012

Reference yield:

: 1122-72-1
6-methyl-2-pyridinecarboxaldehyde

: 152091-35-5
3-[1-(tert-Butyl-dimethyl-silanyloxy)-2-(6-formyl-pyridin-2-yl)-ethyl]-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / hydrazine hydrate / 1 h / 95 - 100 °C

2: 45 percent / potassium ferricyanide, NaHCO₃ / H₂O / 1 h / 90 °C

3: 1.) LDA / 1.) Et₂O, hexane, -40 deg C, 6 h, 2.) Et₂O, hexane, RT, overnight

4: 43 percent / Et₃N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane (dppp) / dimethylsulfoxide / 1 h / 75 °C

5: 1.8 g / Br₂ / CH₂Cl₂ / 1 h / 0 °C

6: 45 percent / aq. AgNO₃ / ethanol / 1 h / Heating

7: 75 percent / lutidine / CH₂Cl₂ / 0 - 20 °C

With palladium diacetate; lutidine; 1,3-bis-(diphenylphosphino)propane; bromine; sodium hydrogencarbonate; hydrazine hydrate; silver nitrate; triethylamine; potassium hexacyanoferrate(III); lithium diisopropyl amide; In ethanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/jm00074a012

Reference yield:

: 78539-91-0
7-methyl-1,2,3-triazolo<1,5-a>pyridine

: 152091-35-5
3-[1-(tert-Butyl-dimethyl-silanyloxy)-2-(6-formyl-pyridin-2-yl)-ethyl]-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LDA / 1.) Et₂O, hexane, -40 deg C, 6 h, 2.) Et₂O, hexane, RT, overnight

2: 43 percent / Et₃N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane (dppp) / dimethylsulfoxide / 1 h / 75 °C

3: 1.8 g / Br₂ / CH₂Cl₂ / 1 h / 0 °C

4: 45 percent / aq. AgNO₃ / ethanol / 1 h / Heating

5: 75 percent / lutidine / CH₂Cl₂ / 0 - 20 °C

With palladium diacetate; lutidine; 1,3-bis-(diphenylphosphino)propane; bromine; silver nitrate; triethylamine; lithium diisopropyl amide; In ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jm00074a012