Phenol → HCID 131733440, compound

Participants

Role	Name	HCID	Charge
Reactant	Phenol	HCID 996	—
Reactant	(2,3-Dihydro-1-benzofuran-2-yl)methyl 4-methylbenzene-1-sulfonate	HCID 14099474	—
Reactant	(R)-tert-butyl 3-hydroxy-3-(3-hydroxyphenyl)propylcarbamate	HCID 90405310	—
Product	HCID 131733440	HCID 131733440	—

Reaction Steps

Reaction between ((2,3-dihydrobenzofuran-2-yl)methyl 4-methylbenzenesulfonate and phenol (7, Intermediate I) following the method used in Example 12 gave tert-butyl ((3R)-3-(3-((2,3-dihydrobenzofuran-2-yl)methoxy)phenyl)-3-hydroxypropyl)carbamate as a white solid. Yield (65%); 1H NMR (400 MHz, CDCl3): δ 7.24-7.18 (m, 2H), 7.12 (t, J=8 Hz, 1H), 6.94 (t, J=8.4 Hz, 2H), 6.88-6.81 (m, 3H), 5.16-5.13 (m, 1H), 4.87 (s, 1H), 4.71 (s, 1H), 4.20 (dd, J=10.0, 6.8 Hz m, 1H), 4.10 (dd, J=6.0, 4.8 Hz, 1H), 3.41 (s, 1H), 3.39-3.35 (m, 1H), 3.25 (s, 1H), 3.17-3.11 (m, 2H), 1.85-1.80 (m, 2H), 1.45 (s, 9H); MS: m/z 400 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09133154B2
Source dataset	uspto-grants-2015_09
ORD ID	ord-033cc00a2269461bbc5626599380cb90
Source note	uspto-grants-2015_09