1-<2-(5-benzyloxy)pentyloxy>-ethoxy-15-(tert-butyldimethylsilyloxy)-5,7-pentadecanedione

Base Information

Chemical Name:1-<2-(5-benzyloxy)pentyloxy>-ethoxy-15-(tert-butyldimethylsilyloxy)-5,7-pentadecanedione
CAS No.:159028-99-6
Molecular Formula:C₃₅H₆₂O₆Si
Molecular Weight:606.959
Hs Code.:

Synonyms:1-<2-(5-benzyloxy)pentyloxy>-ethoxy-15-(tert-butyldimethylsilyloxy)-5,7-pentadecanedione

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Chemical Property of 1-<2-(5-benzyloxy)pentyloxy>-ethoxy-15-(tert-butyldimethylsilyloxy)-5,7-pentadecanedione

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Technology Process of 1-<2-(5-benzyloxy)pentyloxy>-ethoxy-15-(tert-butyldimethylsilyloxy)-5,7-pentadecanedione

There total 11 articles about 1-<2-(5-benzyloxy)pentyloxy>-ethoxy-15-(tert-butyldimethylsilyloxy)-5,7-pentadecanedione 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:

: 10160-24-4
7-bromoheptyl alcohol

: 159028-99-6
1-<2-(5-benzyloxy)pentyloxy>-ethoxy-15-(tert-butyldimethylsilyloxy)-5,7-pentadecanedione

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / Et₃N, DMAP / CH₂Cl₂ / 24 h / Ambient temperature

2: 1.) NaH, 2.) n-BuLi

3: 1.) LDA / 1.) THF, -78 deg C, 24 h, 2.) THF, 0 deg C, 12 h

With dmap; n-butyllithium; sodium hydride; triethylamine; lithium diisopropyl amide; In dichloromethane;
DOI:10.1139/v94-187

Reference yield:

: 111-29-5
1 ,5-pentanediol

: 159028-99-6
1-<2-(5-benzyloxy)pentyloxy>-ethoxy-15-(tert-butyldimethylsilyloxy)-5,7-pentadecanedione

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) THF, RT, 30 min, 2.) THF, reflux, overnight

2: 83 percent / 50percent NaOH, (Bu₄N)HSO₄ / 72 h / 65 °C

3: 91 percent / pyridinium p-toluenesulfonate / methanol / 12 h / Ambient temperature

4: 83 percent / 50percent NaOH, (Bu₄N)HSO₄ / 72 h / 65 °C

5: 89 percent / Bu₄NF / tetrahydrofuran / 12 h / Ambient temperature

6: 88 percent / CBr₄, PPh₃ / CH₂Cl₂ / 0.5 h / 0 °C

7: 1.) LDA / 1.) THF, -78 deg C, 24 h, 2.) THF, 0 deg C, 12 h

With sodium hydroxide; carbon tetrabromide; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; sodium hydride; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1139/v94-187

Reference yield:

: 629-30-1
1,7-heptandiol

: 159028-99-6
1-<2-(5-benzyloxy)pentyloxy>-ethoxy-15-(tert-butyldimethylsilyloxy)-5,7-pentadecanedione

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / 48percent HBr / 72 h / 90 °C

2: 82 percent / Et₃N, DMAP / CH₂Cl₂ / 24 h / Ambient temperature

3: 1.) NaH, 2.) n-BuLi

4: 1.) LDA / 1.) THF, -78 deg C, 24 h, 2.) THF, 0 deg C, 12 h

With dmap; n-butyllithium; hydrogen bromide; sodium hydride; triethylamine; lithium diisopropyl amide; In dichloromethane;
DOI:10.1139/v94-187