(2S,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-1,4-diphenyl-butan-1-one

Base Information

Chemical Name:(2S,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-1,4-diphenyl-butan-1-one
CAS No.:86549-46-4
Molecular Formula:C₂₃H₃₂O₃Si
Molecular Weight:384.591
Hs Code.:

Synonyms:(2S,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-1,4-diphenyl-butan-1-one

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Chemical Property of (2S,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-1,4-diphenyl-butan-1-one

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Technology Process of (2S,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-1,4-diphenyl-butan-1-one

There total 4 articles about (2S,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-1,4-diphenyl-butan-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: 44.0%

: 86542-21-4,86542-22-5
(4R,5R)-5-[(S)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-4-methyl-3-phenyl-4,5-dihydro-isoxazole

: 86549-46-4
(2S,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-1,4-diphenyl-butan-1-one

Guidance literature:: With hydrogen; boric acid; nickel; In methanol; water; for 2.5h;
DOI:10.1021/ja00356a021

Reference yield:

: 873-67-6
benzonitrile oxide

: 86549-46-4
(2S,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-1,4-diphenyl-butan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N, NaOCl / CH₂Cl₂ / 2 h / 0 °C

2: 66 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) -78 deg C, 1 h

3: 44 percent / boric acid, H₂ / Raney nickel / methanol; H₂O / 2.5 h

With sodium hypochlorite; hydrogen; boric acid; triethylamine; lithium diisopropyl amide; nickel; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water;
DOI:10.1021/ja00356a021

Reference yield:

: 73795-12-7
1-phenylprop-2-en-1-yl tert-butyldimethylsilyl ether

: 86549-46-4
(2S,3R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-1,4-diphenyl-butan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N, NaOCl / CH₂Cl₂ / 2 h / 0 °C

2: 66 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) -78 deg C, 1 h

3: 44 percent / boric acid, H₂ / Raney nickel / methanol; H₂O / 2.5 h

With sodium hypochlorite; hydrogen; boric acid; triethylamine; lithium diisopropyl amide; nickel; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water;
DOI:10.1021/ja00356a021