(2E)-methyl 6-aza-8-(tert-butyldimethylsilyloxy)-6-(p-toluenesulfonyl)oct-2-enoate

Base Information

Chemical Name:(2E)-methyl 6-aza-8-(tert-butyldimethylsilyloxy)-6-(p-toluenesulfonyl)oct-2-enoate
CAS No.:903516-18-7
Molecular Formula:C₂₁H₃₅NO₅SSi
Molecular Weight:441.664
Hs Code.:

Synonyms:(2E)-methyl 6-aza-8-(tert-butyldimethylsilyloxy)-6-(p-toluenesulfonyl)oct-2-enoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2E)-methyl 6-aza-8-(tert-butyldimethylsilyloxy)-6-(p-toluenesulfonyl)oct-2-enoate

Chemical Property:

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Technology Process of (2E)-methyl 6-aza-8-(tert-butyldimethylsilyloxy)-6-(p-toluenesulfonyl)oct-2-enoate

There total 5 articles about (2E)-methyl 6-aza-8-(tert-butyldimethylsilyloxy)-6-(p-toluenesulfonyl)oct-2-enoate 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: 78.0%

: 903516-06-3
4-aza-6-(tert-butyldimethylsilyloxy)-4-(p-toluenesulfonyl)hexanal

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: (2Z)-methyl 6-aza-8-(tert-butyldimethylsilyloxy)-6-(p-toluenesulfonyl)oct-2-enoate

: 903516-18-7
(2E)-methyl 6-aza-8-(tert-butyldimethylsilyloxy)-6-(p-toluenesulfonyl)oct-2-enoate

Guidance literature:: In dichloromethane; at 25 ℃; for 72h;
DOI:10.1021/jo060495w

Reference yield:

: 903516-16-5
methyl 4-aza-6-(tert-butyldimethylsilyloxy)-4-(p-toluenesulfonyl)hexanoate

: 903516-18-7
(2E)-methyl 6-aza-8-(tert-butyldimethylsilyloxy)-6-(p-toluenesulfonyl)oct-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / diisobutylaluminum hydride / CH₂Cl₂ / 8 h / -75 °C

2: 78 percent / CH₂Cl₂ / 72 h / 25 °C

With diisobutylaluminium hydride; In dichloromethane; 2: Wittig reaction;
DOI:10.1021/jo060495w

Reference yield:

: 14316-14-4
N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide

: 903516-18-7
(2E)-methyl 6-aza-8-(tert-butyldimethylsilyloxy)-6-(p-toluenesulfonyl)oct-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / imidazole / dimethylformamide / 15 h / 20 °C

2: 93 percent / potassium carbonate / acetonitrile / 18 h / Heating

3: 95 percent / diisobutylaluminum hydride / CH₂Cl₂ / 8 h / -75 °C

4: 78 percent / CH₂Cl₂ / 72 h / 25 °C

With 1H-imidazole; diisobutylaluminium hydride; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4: Wittig reaction;
DOI:10.1021/jo060495w