7-benzylcarbamoyl-7-(tert-butyldimethylsilanyloxy)-2-methoxy-hepta-2,6-dienoic acid methyl ester

Base Information

• Chemical Name: 7-benzylcarbamoyl-7-(tert-butyldimethylsilanyloxy)-2-methoxy-hepta-2,6-dienoic acid methyl ester
• CAS No.: 919105-07-0
• Molecular Formula: C₂₃H₃₅NO₅Si
• Molecular Weight: 433.62

Synonyms:7-benzylcarbamoyl-7-(tert-butyldimethylsilanyloxy)-2-methoxy-hepta-2,6-dienoic acid methyl ester

Chemical Property of 7-benzylcarbamoyl-7-(tert-butyldimethylsilanyloxy)-2-methoxy-hepta-2,6-dienoic acid methyl ester

Chemical Property:

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Technology Process of 7-benzylcarbamoyl-7-(tert-butyldimethylsilanyloxy)-2-methoxy-hepta-2,6-dienoic acid methyl ester

There total 5 articles about 7-benzylcarbamoyl-7-(tert-butyldimethylsilanyloxy)-2-methoxy-hepta-2,6-dienoic 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: 68.0%

[benzylcarbamoyl-(tert-butyldimethylsilanyloxy)methyl] phosphonic acid dimethyl ester (919105-03-6) + formyl-5 methoxy-2 pentene-2E oate de methyle (129202-08-0) → 7-benzylcarbamoyl-7-(tert-butyldimethylsilanyloxy)-2-methoxy-hepta-2,6-dienoic acid methyl ester (919105-07-0)

Guidance literature:

[benzylcarbamoyl-(tert-butyldimethylsilanyloxy)methyl] phosphonic acid dimethyl ester; With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; at 0 ℃; for 1h;

formyl-5 methoxy-2 pentene-2E oate de methyle; In acetonitrile; at 20 ℃; for 5h;

DOI:10.1021/jo061537j

Reference yield:

(benzylcarbamoyl-hydroxy-methyl)-phosphonic acid dimethyl ester → 7-benzylcarbamoyl-7-(tert-butyldimethylsilanyloxy)-2-methoxy-hepta-2,6-dienoic acid methyl ester (919105-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2.9 g / imidazole / dimethylformamide / 20 °C

2.1: DBU; lithium chloride / acetonitrile / 1 h / 0 °C

2.2: 68 percent / acetonitrile / 5 h / 20 °C

With 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jo061537j

Reference yield:

N-benzyl glyoxylic amide (32331-52-5) → 7-benzylcarbamoyl-7-(tert-butyldimethylsilanyloxy)-2-methoxy-hepta-2,6-dienoic acid methyl ester (919105-07-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: benzene / Heating

2.1: 2.9 g / imidazole / dimethylformamide / 20 °C

3.1: DBU; lithium chloride / acetonitrile / 1 h / 0 °C

3.2: 68 percent / acetonitrile / 5 h / 20 °C

With 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1021/jo061537j

upstream raw materials:

[benzylcarbamoyl-(tert-butyldimethylsilanyloxy)methyl] phosphonic acid dimethyl ester

formyl-5 methoxy-2 pentene-2E oate de methyle

N-benzyl glyoxylic amide

Z-6-hydroxy-2-methoxy hex-2-enoic acid methyl ester

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