3-Amino-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid → (2R,4R)-tert-butyl 2-((1S,2S)-1-(tert-butyldimethylsilyloxy)-3-(3,5-difluorophenyl)-2-(3-hydroxy-5-(2-oxopyrrolidin-1-yl)benzamido)propyl)-4-propoxypyrrolidine-1-carboxylate

참여 물질

역할	이름	HCID	투입량
반응물	3-Amino-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid	HCID 22252990	—
반응물	(4R)-1-Boc-4-(2-propen-1-yloxy)-D-proline	HCID 67315699	—
반응물	(2R,4R)-tert-butyl 2-((1S,2S)-2-(3-bromo-5-(methoxycarbonyl)benzamido)-1-(tert-butyldimethylsilyloxy)-3-(3,5-difluorophenyl)propyl)-4-propoxypyrrolidine-1-carboxylate	HCID 67315749	—
촉매	Palladium	HCID 23938	—
용매	Methanol	HCID 887	—
생성물	(2R,4R)-tert-butyl 2-((1S,2S)-1-(tert-butyldimethylsilyloxy)-3-(3,5-difluorophenyl)-2-(3-hydroxy-5-(2-oxopyrrolidin-1-yl)benzamido)propyl)-4-propoxypyrrolidine-1-carboxylate	HCID 59346851	—

반응 단계

Step I (3): 3-Amino-5-(2-oxopyrrolidin-1-yl)benzoic acid. A suspension of 3-nitro-5-(2-oxopyrrolidin-1-yl)benzoic acid (Step I (2), 180 mg) and palladium on carbon (10 wt %, 50 mg) in MeOH (15 mL) was shaken in hydrogenator under hydrogen at 50 psi for 3 h. The mixture was filtered and concentrated in vacuo to give 140 mg of the title compound: 1H NMR (CD3OD, 500 MHz) δ ppm 2.16 (2H, m), 2.59 (2H, m), 3.89 (2H, t, J=5 Hz), 7.21 (1H, m), 7.26 (1H, m), 7.49 (1H, m). MS (ESI) (M+H)+ 221.14.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07981913B2
출처 데이터셋	uspto-grants-2011_07
ORD ID	ord-9494e254add94bd0a482b5d1c7a6cb37
출처 메모	uspto-grants-2011_07