홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

4-Methylmorpholine → t-Butyl (6R,7R)-7-Amino-3-[(RS)-tetrahydrofuran-3-yl]ceph-3-em-4-carboxylate

HRID 376579
노트
인쇄 미리보기

반응식

HRID 376579 반응식
C1(CC([NH:10][C@@H:11]2[C:30](=[O:31])[N:13]3[C:14]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[C:15]([CH:18]4[CH2:22][CH2:21][O:20][CH2:19]4)[CH2:16][S:17][C@H:12]23)=O)C=CC=CC=1.CN1CCOCC1.P(Cl)(Cl)(Cl)(Cl)Cl>ClCCl.CO.O>[NH2:10][C@@H:11]1[C:30](=[O:31])[N:13]2[C:14]([C:23]([O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:24])=[C:15]([CH:18]3[CH2:22][CH2:21][O:20][CH2:19]3)[CH2:16][S:17][C@H:12]12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 79724-MethylmorpholineHCID 24819Phosphorus pentachlorideHCID 54439270t-Butyl (6R,7R)-7-Phenylacetamido-3-[(RS)-tetra-hydrofuran-3-yl]ceph-3-em-4-carboxylate

생성물 1

HCID 54127982t-Butyl (6R,7R)-7-Amino-3-[(RS)-tetrahydrofuran-3-yl]ceph-3-em-4-carboxylate

시약·촉매·용매 3

HCID 887Methanol용매
HCID 962
Water
용매
HCID 6344Dichloromethane용매2회

실험 절차

t-Butyl (6R,7R)-7-phenylacetamido-3-[(RS)-tetrahydrofuran-3-yl]ceph-3-em-4-carboxylate (0.9g) in dichloromethane (15ml) with N-methylmorpholine (0.45g, 0.49ml) was successively treated with phosphorus pentachloride (0.549g) in dichloromethane (13.74ml), methanol (10ml) and water (10ml) as described in Example 2(f). After purification by flash chromatography on silica gel eluting with 60, 80% ethyl acetate/hexane and then ethyl acetate, the title compound was obtained as a yellow solid (0.481g, 73%); (Found: M+, 326.1304. C15H22N2O4S requires M, 326.1300); vmax (CH2Cl2) 3408, 1775 and 1716cm-1 ; δH (CDCl3) 1.55 (9H, s), 1.69-2.41 (3H, m's), 3.31 and 3.48 with 3.34 and 3.49 (2H, 2ABq's, J 17.5 and 17.5Hz), 3.69-3.83 (4H, 2s's overlapping m), 3.97-4.05 (2H, m), 4.72 and 4.74 (1H, 2d's, J 4.3 and 4.4Hz) and 4.95 and 4.97 (1H, 2d's, J 4.3 and 4.4Hz).

후처리

  1. customAfter purification by flash chromatography on silica gel eluting with 60, 80% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-d02f029ed9ce4bb0840144a834ff93ae
출처 데이터셋
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06020329

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트