Diisopropylethylamine → (Tetrahydro-pyran-4-yl)-(2,2,2-trifluoro-1,1-dimethyl-ethoxycarbonylamino)-acetic acid

참여 물질

역할	이름	HCID	투입량
반응물	Diisopropylethylamine	HCID 81531	—
반응물	4'-Tetrahydropyranylglycine	HCID 3385545	—
반응물	4-Nitrophenyl 1,1,1-Trifluoro-2-Methylpropan-2-yl-carbonate	HCID 57785183	—
용매	Water	HCID 962	—
용매	Acetonitrile	HCID 6342	—
생성물	(Tetrahydro-pyran-4-yl)-(2,2,2-trifluoro-1,1-dimethyl-ethoxycarbonylamino)-acetic acid	HCID 68797736	70.2%

반응 단계

Amino-(tetrahydro-pyran-4-yl)-acetic acid (80 mg, 0.5 mmol) was dissolved in CH3CN (5 mL) and H2O (1 mL), carbonic acid 4-nitro-phenyl ester 2,2,2-trifluoro-1,1-dimethyl-ethyl ester (175 mg, 0.6 mmol) and DIEA (88 μL, 0.5 mmol) were added slowly. The reaction was allowed to stir at room temperature for 16 h. After concentrated, diluted with EtOAc, washed with brine and H2O, dried over Na2SO4, the crude product was purified on silica (12 g, 25-75% EtOAc/hexanes) to give intermediate (tetrahydro-pyran-4-yl)-(2,2,2-trifluoro-1,1-dimethyl-ethoxycarbonylamino)-acetic acid as light yellow solid (110 mg, 70%).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08513186B2
출처 데이터셋	uspto-grants-2013_08
ORD ID	ord-89b536c7f34946ba950dfce2f1f3c7ad
출처 메모	uspto-grants-2013_08