7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-decanoic acid ethyl ester

Base Information

Chemical Name:7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-decanoic acid ethyl ester
CAS No.:339563-56-3
Molecular Formula:C₂₆H₄₆O₅Si
Molecular Weight:466.734
Hs Code.:

7-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-decanoic acid ethyl ester

Synonyms:7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-decanoic acid ethyl ester

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Chemical Property of 7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-decanoic acid ethyl ester

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Technology Process of 7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-decanoic acid ethyl ester

There total 8 articles about 7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-decanoic acid ethyl 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: 86.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 339563-77-8
7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-decanoic acid ethyl ester

: 339563-56-3
7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-decanoic acid ethyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 4h;
DOI:10.5555/ol015556l

Reference yield:

: 87184-80-3
5-tert-butyldimethylsilyloxypentanal

: 339563-56-3
7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-decanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 51 percent / Zn / dimethylformamide / 2 h / 20 °C / sonication

2.1: 70 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

3.1: 77 percent / HF*pyr / tetrahydrofuran / 4 h

4.1: H₂ / Pd/C / ethyl acetate / 1 h / 760.05 Torr

5.1: 423 mg / (COCl)2; DMSO; Et₃N / CH₂Cl₂

6.1: diisopropylamine; n-BuLi / tetrahydrofuran; various solvent(s) / 0.5 h / -78 °C

6.2: 88 percent / tetrahydrofuran; various solvent(s) / 30 h / -78 °C

7.1: 86 percent / BF₃*OEt₂ / CH₂Cl₂ / 4 h / 0 °C

With dmap; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; diisopropylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 5.1: Swern oxidation;
DOI:10.5555/ol015556l

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 339563-56-3
7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-decanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 70 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

2.1: 77 percent / HF*pyr / tetrahydrofuran / 4 h

3.1: H₂ / Pd/C / ethyl acetate / 1 h / 760.05 Torr

4.1: 423 mg / (COCl)2; DMSO; Et₃N / CH₂Cl₂

5.1: diisopropylamine; n-BuLi / tetrahydrofuran; various solvent(s) / 0.5 h / -78 °C

5.2: 88 percent / tetrahydrofuran; various solvent(s) / 30 h / -78 °C

6.1: 86 percent / BF₃*OEt₂ / CH₂Cl₂ / 4 h / 0 °C

With dmap; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; 4.1: Swern oxidation;
DOI:10.5555/ol015556l