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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Dimethylformamide → (+/-)-cis-1-(Acetyloxy)-6-methoxy-3,3,14-trimethyl-7-oxo-2,3,7,14-tetrahydro-1h-benzo[b]chromeno[6,5-g][1,8]naphthyridin-2-yl [(tert-butoxycarbonyl)amino]acetate

HRID 18038
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HRID 18038 반응식
C1(N=C=N[CH:10]2[CH2:15]CCCC2)CCCCC1.[OH:16][C@@H:17]1[C:34]2[C:33]3[N:32]([CH3:35])[C:31]4[N:30]=[C:29]5[CH:36]=[CH:37][CH:38]=[CH:39][C:28]5=[CH:27][C:26]=4[C:25](=[O:40])[C:24]=3[C:23]([O:41][CH3:42])=[CH:22][C:21]=2[O:20][C:19]([CH3:44])([CH3:43])[C@@H:18]1[OH:45].[C:46]([O:50][C:51]([NH:53][CH2:54][C:55]([OH:57])=O)=[O:52])([CH3:49])([CH3:48])[CH3:47].CN(C)C=[O:61]>>[C:46]([O:50][C:51]([NH:53][CH2:54][C:55]([O:45][C@@H:18]1[C@H:17]([O:16][C:15](=[O:61])[CH3:10])[C:34]2[C:33]3[N:32]([CH3:35])[C:31]4[N:30]=[C:29]5[CH:36]=[CH:37][CH:38]=[CH:39][C:28]5=[CH:27][C:26]=4[C:25](=[O:40])[C:24]=3[C:23]([O:41][CH3:42])=[CH:22][C:21]=2[O:20][C:19]1([CH3:43])[CH3:44])=[O:57])=[O:52])([CH3:47])([CH3:48])[CH3:49]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 10868DicyclohexylcarbodiimideHCID 78288N-(tert-butoxycarbonyl)glycineHCID 11327222(+/-)-cis-1,2-Dihydroxy-6-methoxy-3,3,14-trimethyl-1,2,3,14-tetrahydro-7h-benzo[b]chromeno[6,5-g][1,8]naphthyridin-7-one

생성물 1

HCID 91322932
(+/-)-cis-1-(Acetyloxy)-6-methoxy-3,3,14-trimethyl-7-oxo-2,3,7,14-tetrahydro-1h-benzo[b]chromeno[6,5-g][1,8]naphthyridin-2-yl [(tert-butoxycarbonyl)amino]acetate

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온도
0 °C

실험 절차

Slowly add 0.6 mmol of dicyclohexylcarbodiimide to a solution, at 0° C., of 0.5 mmol of the compound of Example 3 and 0.5 mmol of 2-[(tert-butoxycarbonyl)amino]acetic acid in 10 ml of dimethylformamide. The reaction mixture is maintained at 0° C. for 5 hours and then at ambient temperature for 16 hours. After filtration and evaporation under reduced pressure, the residue is dissolved in 2 ml of anhydrous pyridine, 2 ml of acetic anhydride are added, and stirring is carried out for 48 hours at ambient temperature in darkness. After concentration of the reaction mixture under reduced pressure, chromatography of the residue on silica gel (dichloromethane) allows the expected product to be isolated.

후처리

  1. customat 0° C.
  2. filtrationAfter filtration and evaporation under reduced pressure
  3. dissolutionthe residue is dissolved in 2 ml of anhydrous pyridine
  4. addition2 ml of acetic anhydride are added
  5. waitis carried out for 48 hours at ambient temperature in darkness
  6. customto be isolated

출처 및 근거

ORD 기록
ord-d281b54b4b4e46799a6826aa78101bc8
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07741325B2

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