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

1-Hydroxybenzotriazole → (2R)-2-{o-fluoro-p-[N-methyl-N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzamido}-2-[p-(carboxy-methyl)phenyl]acetic acid

HRID 1289243
노트
인쇄 미리보기

반응식

HRID 1289243 반응식
[NH2:1][C@H:2]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]([OH:15])=[O:14])=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].C[Si](C([Si](C)(C)C)C(N)=O)(C)C.[F:28][C:29]1[CH:48]=[C:47]([N:49]([CH3:73])[CH:50]2[C:54]3[CH:55]=[C:56]4[C:61](=[CH:62][C:53]=3[CH2:52][CH2:51]2)[N:60]=[C:59]([CH3:63])[N:58]([CH2:64][O:65][C:66](=[O:71])[C:67]([CH3:70])([CH3:69])[CH3:68])[C:57]4=[O:72])[CH:46]=[CH:45][C:30]=1[C:31](OC1C(F)=C(F)C(F)=C(F)C=1F)=[O:32].ON1C2C=CC=CC=2N=N1>>[F:28][C:29]1[CH:48]=[C:47]([N:49]([CH3:73])[CH:50]2[C:54]3[CH:55]=[C:56]4[C:61](=[CH:62][C:53]=3[CH2:52][CH2:51]2)[N:60]=[C:59]([CH3:63])[N:58]([CH2:64][O:65][C:66](=[O:71])[C:67]([CH3:68])([CH3:69])[CH3:70])[C:57]4=[O:72])[CH:46]=[CH:45][C:30]=1[C:31]([NH:1][C@H:2]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]([OH:15])=[O:14])=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4])=[O:32]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 11708267BistrimethylsilylacetamidHCID 19066320Pentafluorophenyl o-fluoro-p-[N-methyl-N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzoateHCID 54357908(R)-alpha-amino-p-carboxymethylphenylacetic acid

생성물 1

HCID 22885368
(2R)-2-{o-fluoro-p-[N-methyl-N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzamido}-2-[p-(carboxy-methyl)phenyl]acetic acid
수율 70.6%

실험 절차

A solution of (R)-α-amino-p-carboxymethylphenylacetic acid (0.1 g, 0.48 mmol) and bis trimethylsilyl acetamide (0.195 g, 0.96 mmol in 5 ml of DMF) was stirred for 20 minutes at room temperature. To the solution was then added pentafluorophenyl o-fluoro-p-[N-methyl-N-((6RS)-2-methyl-4-oxo-3-pivalyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzoate (0.213 g, 0.4 mmol), prepared as described in Example 2, followed by N-hydroxybenzotriazole (10 mg) and the stirring was maintained for a further 5 hours. The reaction mixture was then evaporated to dryness and the crude material redissolved in ether. The ether layers were extracted with NaHCO3. The aqueous layers were acidified to pH 2.5 with 2N HCl and the precipiate was filtered off, washed with water and dried under vacuum to give (2R)-2-{o-fluoro-p-[N-methyl-N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzamido}-2-[p-(carboxy-methyl)phenyl]acetic acid (0.19 g), 85%) as a white solid;

후처리

  1. temperaturethe stirring was maintained for a further 5 hours
  2. customThe reaction mixture was then evaporated to dryness
  3. dissolutionthe crude material redissolved in ether
  4. extractionThe ether layers were extracted with NaHCO3
  5. filtrationthe precipiate was filtered off
  6. washwashed with water
  7. customdried under vacuum

출처 및 근거

ORD 기록
ord-b313fd722f8b4ee2acf741ab20e38f2c
출처 데이터셋
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05747499

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트