4-{6-[3-(tert-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-4-oxo-butyric acid

Base Information

Chemical Name:4-{6-[3-(tert-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-4-oxo-butyric acid
CAS No.:446874-42-6
Molecular Formula:C₂₇H₄₄O₇Si₂
Molecular Weight:536.813
Hs Code.:

4-{6-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-4-oxo-butyric acid

Synonyms:4-{6-[3-(tert-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-4-oxo-butyric acid

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Chemical Property of 4-{6-[3-(tert-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-4-oxo-butyric acid

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Technology Process of 4-{6-[3-(tert-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-4-oxo-butyric acid

There total 7 articles about 4-{6-[3-(tert-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-4-oxo-butyric 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: 52.0%

: 108-30-5
succinic acid anhydride

: 446874-41-5
1-[3-(tert-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2-iodo-3,4,5-trimethoxy-benzene

: 446874-42-6
4-{6-[3-(tert-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-4-oxo-butyric acid

Guidance literature:: 1-[3-(tert-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2-iodo-3,4,5-trimethoxy-benzene; With isopropylmagnesium bromide; In tetrahydrofuran; at -25 ℃; for 4.5h;

succinic acid anhydride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1002/1521-3773(20020503)41:9<1524::AID-ANIE1524>3.0.CO;2-9

Reference yield:

: 25173-72-2
3-(3,4,5-trimethoxyphenyl)propanoic acid

: 446874-42-6
4-{6-[3-(tert-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-4-oxo-butyric acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: (COCl)2 / CH₂Cl₂ / 12 h / 0 - 20 °C

2.1: pyridine / CH₂Cl₂ / 1 h / 0 °C

3.1: I₂; silver trifluoroacetate / CHCl₃ / 4 h / 20 °C

4.1: diisobutylaluminum hydride / tetrahydrofuran / 0.75 h / -78 °C

5.1: cerium(III) chloride / tetrahydrofuran / 16 h / -78 - 20 °C

6.1: 93 percent / imidazole / dimethylformamide / 15 h / 20 °C

7.1: i-PrMgBr / tetrahydrofuran / 4.5 h / -25 °C

7.2: 52 percent / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; 1H-imidazole; cerium(III) chloride; oxalyl dichloride; iodine; isopropylmagnesium bromide; silver trifluoroacetate; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1002/1521-3773(20020503)41:9<1524::AID-ANIE1524>3.0.CO;2-9

Reference yield:

: 66543-72-4
3-(3',4',5'-trimethoxyphenyl)propionyl chloride

: 446874-42-6
4-{6-[3-(tert-butyl-dimethyl-silanyloxy)-5-trimethylsilanyl-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-4-oxo-butyric acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / CH₂Cl₂ / 1 h / 0 °C

2.1: I₂; silver trifluoroacetate / CHCl₃ / 4 h / 20 °C

3.1: diisobutylaluminum hydride / tetrahydrofuran / 0.75 h / -78 °C

4.1: cerium(III) chloride / tetrahydrofuran / 16 h / -78 - 20 °C

5.1: 93 percent / imidazole / dimethylformamide / 15 h / 20 °C

6.1: i-PrMgBr / tetrahydrofuran / 4.5 h / -25 °C

6.2: 52 percent / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; 1H-imidazole; cerium(III) chloride; iodine; isopropylmagnesium bromide; silver trifluoroacetate; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1002/1521-3773(20020503)41:9<1524::AID-ANIE1524>3.0.CO;2-9