(2E,4E,6E,8E)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester

Base Information

• Chemical Name: (2E,4E,6E,8E)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester
• CAS No.: 87927-38-6
• Molecular Formula: C₂₈H₄₆O₃Si
• Molecular Weight: 458.757
• Mol file: 87927-38-6.mol

Synonyms:(2E,4E,6E,8E)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester

Chemical Property of (2E,4E,6E,8E)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4E,6E,8E)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester

There total 5 articles about (2E,4E,6E,8E)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic 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: 67.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + (2Z,4E,6E)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hepta-2,4,6-trienal (99213-65-7) → (2E,4E,6E,8E)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester (87927-38-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/ja00311a050

Reference yield:

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal (3917-41-7) → (2E,4E,6E,8E)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester (87927-38-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / NaH / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / Ambient temperature

2: 1.) 1 M diisobutylaluminum hydride (DIBAL), ethyl acetate; 2.) water / 1.) hexane, -78 deg C, 30 min; 2.) rt., 3 h

3: 88 percent / imidazole / dimethylformamide / 2 h / 25 °C

4: 67 percent / NaH / tetrahydrofuran / 1 h / Ambient temperature

With 1H-imidazole; water; sodium hydride; diisobutylaluminium hydride; ethyl acetate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;

DOI:10.1021/ja00311a050

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (2E,4E,6E,8E)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester (87927-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / imidazole / dimethylformamide / 2 h / 25 °C

2: 67 percent / NaH / tetrahydrofuran / 1 h / Ambient temperature

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja00311a050

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

(2Z,4E,6E)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hepta-2,4,6-trienal

(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal

tert-butyldimethylsilyl chloride

Downstream raw materials:

(2E,4E,6E,8E)-4-[(E)-Butyliminomethyl]-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester

(2E,4E,6E,8E)-4-Butylaminomethyl-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraen-1-ol

(2E,4E,6E,8E)-4-Butylaminomethyl-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester

(2E,4E,6E,8E)-4-Hydroxymethyl-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenoic acid ethyl ester