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306293-36-7

SCH 350581 synthesis

5synthesis methods
709-63-7 Synthesis
4'-(Trifluoromethyl)acetophenone

709-63-7
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SCH 350581

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Yield:-

Steps:

Multi-step reaction with 8 steps
1: 84 percent / 2M borane-methyl sulfide complex / (S)-2-methyl oxaborolidine / tetrahydrofuran / 0.25 h / cooling
2: 96 percent / Et3N / CH2Cl2 / 1 h / cooling
3: 1.5 g / 2,2,6,6-tetramethylpiperidine / acetonitrile / 16 h / Heating
4: TFA / basification
5: 2.16 g / Ti(OiPr)4 / CH2Cl2; toluene / 44 h / 20 °C
6: 1.85 g / tetrahydrofuran; diethyl ether / 19 h / 20 °C / cooling
7: 90 percent / trifluoro acetic acid / CH2Cl2 / 2 h / 25 °C / basification
8: 1.1 g / EDCI; HOBt; diisopropyl ethyl amine / CH2Cl2 / 24 h / 25 °C

References:

Tagat;Steensma;McCombie;Nazareno;Lin;Neustadt;Cox;Xu;Wojcik;Murray;Vantuno;Baroudy;Strizki [Journal of Medicinal Chemistry,2001,vol. 44,# 21,p. 3343 - 3346]

147081-29-6 Synthesis
(S)-1-Boc-3-methylpiperazine

147081-29-6
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SCH 350581

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