t-butyl-[4-(2S)-oxiranylmethoxy-phenoxy]-diphenylsilane → (2S)-1-(4-{[tert-butyl(diphenyl)silyl]oxy}phenoxy)-3-{[4-({[5-(tert-butyl)-1,2,4-oxadiazol-3-yl]methyl}sulfanyl)phenethyl]amino}-2-propanol

Participants

Role	Name	HCID	Charge
Reactant	t-butyl-[4-(2S)-oxiranylmethoxy-phenoxy]-diphenylsilane	HCID 11327180	—
Reactant	4-({[5-(Tert-butyl)-1,2,4-oxadiazol-3-yl]methyl}sulfanyl)phenethylamine	HCID 23389086	—
Product	(2S)-1-(4-{[tert-butyl(diphenyl)silyl]oxy}phenoxy)-3-{[4-({[5-(tert-butyl)-1,2,4-oxadiazol-3-yl]methyl}sulfanyl)phenethyl]amino}-2-propanol	HCID 59886865	12.9%

Reaction Steps

Following the procedure described in Example 14 using the amine of Example 30 (0.481 g, 1.565 mmol) and tert-butyl{4-[(2S)oxiranylmethoxy]phenoxy}diphenylsilane (0.697 g, 1.721 mmol) afforded 0.140 g of the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06458817B1
Source dataset	uspto-grants-2002_10
ORD ID	ord-5e39904143764b038ff86f5dcf737e2c
Source note	uspto-grants-2002_10