1-{6-[3-(tert-butyl-dimethyl-silanyloxy)-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-5-diazo-pentane-1,4-dione

Base Information

Chemical Name:1-{6-[3-(tert-butyl-dimethyl-silanyloxy)-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-5-diazo-pentane-1,4-dione
CAS No.:446874-45-9
Molecular Formula:C₂₅H₃₆N₂O₆Si
Molecular Weight:488.656
Hs Code.:

1-{6-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-5-diazo-pentane-1,4-dione

Synonyms:1-{6-[3-(tert-butyl-dimethyl-silanyloxy)-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-5-diazo-pentane-1,4-dione

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Chemical Property of 1-{6-[3-(tert-butyl-dimethyl-silanyloxy)-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-5-diazo-pentane-1,4-dione

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Technology Process of 1-{6-[3-(tert-butyl-dimethyl-silanyloxy)-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-5-diazo-pentane-1,4-dione

There total 10 articles about 1-{6-[3-(tert-butyl-dimethyl-silanyloxy)-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-5-diazo-pentane-1,4-dione 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:

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

: 446874-45-9
1-{6-[3-(tert-butyl-dimethyl-silanyloxy)-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-5-diazo-pentane-1,4-dione

Guidance literature:: Multi-step reaction with 10 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

8.1: 99 percent / K₂CO₃ / methanol / 3 h / 20 °C

9.1: triethylamine / tetrahydrofuran; diethyl ether / -20 - -15 °C

10.1: diethyl ether / 16 h / -5 °C

With pyridine; 1H-imidazole; cerium(III) chloride; oxalyl dichloride; iodine; isopropylmagnesium bromide; silver trifluoroacetate; diisobutylaluminium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; 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

: 446874-45-9
1-{6-[3-(tert-butyl-dimethyl-silanyloxy)-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-5-diazo-pentane-1,4-dione

Guidance literature:: Multi-step reaction with 9 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

7.1: 99 percent / K₂CO₃ / methanol / 3 h / 20 °C

8.1: triethylamine / tetrahydrofuran; diethyl ether / -20 - -15 °C

9.1: diethyl ether / 16 h / -5 °C

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

Reference yield:

: 369405-57-2
N-methoxy-N-methyl-3-(3',4',5'-trimethoxyphenyl)propanamide

: 446874-45-9
1-{6-[3-(tert-butyl-dimethyl-silanyloxy)-pent-4-ynyl]-2,3,4-trimethoxy-phenyl}-5-diazo-pentane-1,4-dione

Guidance literature:: Multi-step reaction with 8 steps

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

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

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

4.1: 93 percent / imidazole / dimethylformamide / 15 h / 20 °C

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

5.2: 52 percent / tetrahydrofuran / 0.5 h / 0 °C

6.1: 99 percent / K₂CO₃ / methanol / 3 h / 20 °C

7.1: triethylamine / tetrahydrofuran; diethyl ether / -20 - -15 °C

8.1: diethyl ether / 16 h / -5 °C

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