Hydrogen Peroxide → (6S,8R)-8-allyl-3-(allyl-benzyloxycarbonyl-amino)-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic Acid

https://huagongshe.com/ko/reaction/10990

참여 물질

역할	이름	HCID	투입량
반응물	Hydrogen Peroxide	HCID 784	—
반응물	Lithium Hydroxide	HCID 3939	—
반응물	Sodium Sulfite	HCID 24437	—
반응물	(6S,8R)-allyl-[8-allyl-6-(tert-butoxycarbonyl-phenyl-aminocarbonyl)-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidin-3-yl]-carbamic Acid Benzyl Ester	HCID 69600957	—
용매	Water	HCID 962	—
용매	Oxolane--water (1/1)	HCID 21881883	—
생성물	(6S,8R)-8-allyl-3-(allyl-benzyloxycarbonyl-amino)-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic Acid	HCID 57444828	96%

반응 조건

온도	0 °C

반응 단계

To a solution of 28c (311 mg, 0.532 mmol) in 5 mL THF/H2O (4:1) at 0° C., were added 30% H2O2 (0.241 mL, 2.13 mmol) and IM LiOH (0.851 mL, 0.851 mmol). The mixture was stirred at 0° C. for 2 h, then Na2SO3 and 10 mL H2O were added. The organic solvent was evaporated under a stream of nitrogen. The precipitate was filtered and rinsed with H2O and 0.1 N NaOH. The combined aqueous filtrate was acidified with conc. HCl, then extracted with EtOAc (3×). The combined organic extract was washed with brine, dried (Na2SO4), and concentrated to afford 208 mg (96%) of 28d. MS (ESI) 410.3 (M+H+), 432.3 (M+Na+), 408.2 (M−H+).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07094783B2
출처 데이터셋	uspto-grants-2006_08
ORD ID	ord-f51d0ab866974f10b8c0efcd2b1d03dd
출처 메모	uspto-grants-2006_08