endo-1,2-(4'-(tert-butyldimethylsilyl)benzo)-5,6,6-triphenylbicyclo<3.1.0>hex-5-yl acetate

Base Information

Chemical Name:endo-1,2-(4'-(tert-butyldimethylsilyl)benzo)-5,6,6-triphenylbicyclo<3.1.0>hex-5-yl acetate
CAS No.:123208-90-2
Molecular Formula:C₃₆H₃₈O₃Si
Molecular Weight:546.781
Hs Code.:

Synonyms:endo-1,2-(4'-(tert-butyldimethylsilyl)benzo)-5,6,6-triphenylbicyclo<3.1.0>hex-5-yl acetate

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Chemical Property of endo-1,2-(4'-(tert-butyldimethylsilyl)benzo)-5,6,6-triphenylbicyclo<3.1.0>hex-5-yl acetate

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Technology Process of endo-1,2-(4'-(tert-butyldimethylsilyl)benzo)-5,6,6-triphenylbicyclo<3.1.0>hex-5-yl acetate

There total 11 articles about endo-1,2-(4'-(tert-butyldimethylsilyl)benzo)-5,6,6-triphenylbicyclo<3.1.0>hex-5-yl acetate 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:

: 51699-39-9
ethyl β-(3-methoxyphenyl)-β-hydroxypropionate

: 123208-90-2
endo-1,2-(4'-(tert-butyldimethylsilyl)benzo)-5,6,6-triphenylbicyclo<3.1.0>hex-5-yl acetate

Guidance literature:: Multi-step reaction with 9 steps

1: 77.2 percent / KOH / H₂O; methanol / 16 h

2: tionyl chloride, dimethylformamide / CH₂Cl₂ / 1.) 2 h, RT, 2.) 1 h, reflux

3: aluminium chloride / CH₂Cl₂ / 0.17 h / Ambient temperature

4: Et₃N / CHCl₃ / 2.5 h

5: 29.1 percent / benzene; CHCl₃ / 1.) 3 h, reflux, 2). 18 h, RT

6: 84.7 percent / LiBr / dimethylformamide / 36 h / Heating

7: 1.) n-buthyllithium / 1.) ether, 0 deg C, 1.5 h, 2.) THF, 24 h, RT

8: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) 18 h, RT

9: 1.) sec-butyllithium / 1.) THF,0 deg C, 1 h, 2.) RT,18 h

With potassium hydroxide; n-butyllithium; aluminium trichloride; thionyl chloride; sec.-butyllithium; sodium hydride; triethylamine; N,N-dimethyl-formamide; lithium bromide; In methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00285a028

Reference yield:

: β-chloro-3-methoxyindanone

: 123208-90-2
endo-1,2-(4'-(tert-butyldimethylsilyl)benzo)-5,6,6-triphenylbicyclo<3.1.0>hex-5-yl acetate

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / CHCl₃ / 2.5 h

2: 29.1 percent / benzene; CHCl₃ / 1.) 3 h, reflux, 2). 18 h, RT

3: 84.7 percent / LiBr / dimethylformamide / 36 h / Heating

4: 1.) n-buthyllithium / 1.) ether, 0 deg C, 1.5 h, 2.) THF, 24 h, RT

5: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) 18 h, RT

6: 1.) sec-butyllithium / 1.) THF,0 deg C, 1 h, 2.) RT,18 h

With n-butyllithium; sec.-butyllithium; sodium hydride; triethylamine; lithium bromide; In chloroform; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00285a028

Reference yield:

: β-(3-methoxyphenyl)-β-chloropropionic acid chloride

: 123208-90-2
endo-1,2-(4'-(tert-butyldimethylsilyl)benzo)-5,6,6-triphenylbicyclo<3.1.0>hex-5-yl acetate

Guidance literature:: Multi-step reaction with 7 steps

1: aluminium chloride / CH₂Cl₂ / 0.17 h / Ambient temperature

2: Et₃N / CHCl₃ / 2.5 h

3: 29.1 percent / benzene; CHCl₃ / 1.) 3 h, reflux, 2). 18 h, RT

4: 84.7 percent / LiBr / dimethylformamide / 36 h / Heating

5: 1.) n-buthyllithium / 1.) ether, 0 deg C, 1.5 h, 2.) THF, 24 h, RT

6: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) 18 h, RT

7: 1.) sec-butyllithium / 1.) THF,0 deg C, 1 h, 2.) RT,18 h

With n-butyllithium; aluminium trichloride; sec.-butyllithium; sodium hydride; triethylamine; lithium bromide; In dichloromethane; chloroform; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00285a028