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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1644787생성일: 2026년 10월 25일

Trichloroacetonitrile → 3,4-Di-O-benzyl-2-O-levulinoyl-alpha-L-rhamnopyranosyl trichloroacetimidate

https://huagongshe.com/reaction/1644787

반응식

참여 물질

역할이름HCID투입량
반응물TrichloroacetonitrileHCID 11011—
반응물1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
반응물3,4-Di-O-benzyl-2-O-levulinoyl-alpha-L-rhamnopyranoseHCID 25157485—
용매DichloromethaneHCID 6344—
생성물3,4-Di-O-benzyl-2-O-levulinoyl-alpha-L-rhamnopyranosyl trichloroacetimidateHCID 2515748695%

반응 단계

Trichloroacetonitrile (1.3 mL, 13 mmol) and DBU (51 μL, 0.3 mmol) were added to a solution of the residue 211 (1.0 g, 2.3 mmol) in anhydrous DCM (6 mL) at 0° C. After 2 h, the mixture was concentrated. The residue was eluted from a column of silica gel with 3:1 cyclohexane-EtOAc and 0.2% Et3N to give 212 as a white foam (1.0 g, 95%); 1H NMR: δ 8.67 (s, 1H, NH), 7.40-7.30 (m, 10H, Ph), 6.19 (d, 1H, J1,2=1.9 Hz, H-1), 5.48 (dd, 1H, J1,2=2.0, J2,3=3.3 Hz, H-2), 4.95 (d, 1H, CH2Ph), 4.73 (d, 1H, CH2Ph), 4.66 (d, 1H, CH2Ph), 4.58 (d, 1H, CH2Ph), 4.51 (d, 1H, CH2Ph), 4.00 (dd, 1H, J3,4=9.5 Hz, H-3), 3.95 (dq, 1H, J4,5=9.6, J5,6=6.3 Hz, H-5), 3.52 (pt, 1H, H-4), 2.80 (m, 4H, Lev), 2.20 (s, 3H, Ac), 1.36 (d, 3H, H-6). Anal. Calcd for C27H30Cl3NO7.0.5H2O: C, 54.42; H, 5.24; N, 2.35. Found: C, 54.06; H, 5.06; 2.05.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08124380B2
출처 데이터셋uspto-grants-2012_02
ORD IDord-d1b814d75e4a439ab827d2816e7d0d93
출처 메모uspto-grants-2012_02