(4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one

Base Information

Chemical Name:(4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one
CAS No.:1392823-73-2
Molecular Formula:C₃₁H₃₈O₃Si
Molecular Weight:486.726
Hs Code.:

Synonyms:(4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one

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Chemical Property of (4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one

Chemical Property:

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Technology Process of (4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one

There total 6 articles about (4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one 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: 65.0%

: 91751-27-8,91797-99-8,91798-00-4,91798-01-5,106357-24-8,106357-26-0,106357-27-1,106357-25-9
(3R,4R,5S)-6-(tert-butyldiphenylsiloxy)-4-hydroxy-3,5-dimethylhexan-1-ene

: 768-03-6,26742-84-7
Phenyl vinyl ketone

: 1392823-73-2
(4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one

Guidance literature:: With 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(iso-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methylene ruthenium(II) dichloride; In dichloromethane; at 40 ℃; for 24h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo301210f

Reference yield:

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: 1392823-73-2
(4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: toluene / 0.17 h / 20 °C / Inert atmosphere; Molecular sieve

1.2: 16 h / -78 °C / Inert atmosphere

1.3: -78 - 20 °C / Inert atmosphere

2.1: 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(iso-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methylene ruthenium(II) dichloride / dichloromethane / 24 h / 40 °C / Inert atmosphere

With 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(iso-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methylene ruthenium(II) dichloride; In dichloromethane; toluene;
DOI:10.1021/jo301210f

Reference yield:

: 95514-04-8
(R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 1392823-73-2
(4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethyl-1-phenylhept-2-en-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

1.2: 0.67 h / -78 - 20 °C / Inert atmosphere

2.1: toluene / 0.17 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 16 h / -78 °C / Inert atmosphere

2.3: -78 - 20 °C / Inert atmosphere

3.1: 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(iso-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methylene ruthenium(II) dichloride / dichloromethane / 24 h / 40 °C / Inert atmosphere

With oxalyl dichloride; 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(iso-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methylene ruthenium(II) dichloride; dimethyl sulfoxide; In dichloromethane; toluene;
DOI:10.1021/jo301210f