Triphenylphosphine → HCID 24993711, compound

Participants

Role	Name	HCID	Charge
Reactant	Triphenylphosphine	HCID 11776	—
Reactant	Diisopropyl diazene-1,2-dicarboxylate	HCID 75555	—
Reactant	Tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate	HCID 2764081	—
Reactant	3-Fluoro-4'-(methanesulfonyl)[1,1'-biphenyl]-4-ol	HCID 53219674	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 24993711	HCID 24993711	88%

Reaction Steps

The title compound (0.32 g, 88%) was prepared as a white solid from 3-fluoro-4′-(methylsulfonyl)-4-biphenylol (0.21 g, 0.79 mmol), N-Boc-4-piperidinemethanol (0.18 g, 0.79 mmol) and Ph3P (0.21 g, 0.79 mmol) in THF (5 mL) followed by diisopropyl azodicarboxylate (0.17 g, 94%, 0.79 mmol) in THF (1.5 mL) in a manner similar to Example 1, Step 2. 1H NMR (400 MHz, CDCl3): δ 7.98 (d, 2H, J=8.6 Hz), 7.70 (d, 2H, J=8.6 Hz), 7.40-7.30 (m, 2H), 7.06 (t, 1H, J=8.5 Hz), 4.25-4.15 (m, 2H), 3.92 (d, 2H, J=6.3 Hz), 3.08 (s, 3H), 2.80-2.70 (m, 2H), 2.10-1.95 (m, 1H), 1.90-1.80 (m, 2H), 1.46 (s, 9H), 1.35-1.20 (m, 2H); LRMS (ESI), m/z 464 (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08101634B2
Source dataset	uspto-grants-2012_01
ORD ID	ord-2d67589432a647f2b635b8d280eef3d6
Source note	uspto-grants-2012_01