(4S,5S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-but-3-enyl]-4,5-diphenyl-4,5-dihydro-isoxazole

Base Information

Chemical Name:(4S,5S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-but-3-enyl]-4,5-diphenyl-4,5-dihydro-isoxazole
CAS No.:143236-20-8
Molecular Formula:C₂₅H₃₃NO₂Si
Molecular Weight:407.628
Hs Code.:

Synonyms:(4S,5S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-but-3-enyl]-4,5-diphenyl-4,5-dihydro-isoxazole

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Chemical Property of (4S,5S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-but-3-enyl]-4,5-diphenyl-4,5-dihydro-isoxazole

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Technology Process of (4S,5S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-but-3-enyl]-4,5-diphenyl-4,5-dihydro-isoxazole

There total 1 articles about (4S,5S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-but-3-enyl]-4,5-diphenyl-4,5-dihydro-isoxazole 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: 88.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 143236-18-4,143236-19-5
1-((4R,5R)-4,5-Diphenyl-4,5-dihydro-isoxazol-3-yl)-but-3-en-1-ol

: 132788-29-5
(R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-3-(3aS,6aS)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazol-3-yl-propan-1-one

: 143236-20-8
(4S,5S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-but-3-enyl]-4,5-diphenyl-4,5-dihydro-isoxazole

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 80 ℃; for 3h; Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo00046a023

Reference yield:

: 143236-20-8
(4S,5S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-but-3-enyl]-4,5-diphenyl-4,5-dihydro-isoxazole

: 143216-91-5,143290-45-3
3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5S)-4,5-diphenyl-4,5-dihydro-isoxazol-3-yl)-1-phenyl-propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1) O₃, 2) Zn, AcOH / 1) EtOH, -78 deg C, 3 h, 2) H₂O, 1 h

2: 75 percent / tetrahydrofuran / 1) -78 deg C, 1 h, 2) room temperature, 4 h

With ozone; acetic acid; zinc; In tetrahydrofuran;
DOI:10.1021/jo00046a023

Reference yield:

: 143236-20-8
(4S,5S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-but-3-enyl]-4,5-diphenyl-4,5-dihydro-isoxazole

: 143236-22-0,143236-23-1
(R)-3-(tert-Butyl-dimethyl-silanyloxy)-3-((4S,5S)-4,5-diphenyl-4,5-dihydro-isoxazol-3-yl)-1-phenyl-propan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1) O₃, 2) Zn, AcOH / 1) EtOH, -78 deg C, 3 h, 2) H₂O, 1 h

2: 75 percent / tetrahydrofuran / 1) -78 deg C, 1 h, 2) room temperature, 4 h

3: 1) oxalyl chloride, DMSO, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 1 h, 2) room temperature, 1 h

With oxalyl dichloride; ozone; acetic acid; dimethyl sulfoxide; triethylamine; zinc; In tetrahydrofuran;
DOI:10.1021/jo00046a023