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

Tetrahydrofuran → 6-{[2,2-Bis(3-methyl phenyl)ethyl]amino}-N-[2-[({[2-(diisopropylamino)ethyl]amino}carbonyl)-amino]ethyl]-9-{(2R,3R,4S,5S)-5-[(ethylamino)carbonyl]-3,4-dihydroxytetrahydro-2-furanyl}-9H-purine-2-carboxamide

HRID 353616
노트
인쇄 미리보기

반응식

HRID 353616 반응식
C([O:9][C@@H:10]1[C@H:14]([O:15]C(=O)C2C=CC=CC=2)[C@@H:13]([C:24]([NH:26][CH2:27][CH3:28])=[O:25])[O:12][C@H:11]1[N:29]1[CH:37]=[N:36][C:35]2[C:30]1=[N:31][C:32](I)=[N:33][C:34]=2[NH:38][CH2:39][CH:40]([C:48]1[CH:53]=[CH:52][CH:51]=[C:50]([CH3:54])[CH:49]=1)[C:41]1[CH:46]=[CH:45][CH:44]=[C:43]([CH3:47])[CH:42]=1)(=O)C1C=CC=CC=1.[NH2:56][CH2:57][CH2:58][NH:59][C:60]([NH:62][CH2:63][CH2:64][N:65]([CH:69]([CH3:71])[CH3:70])[CH:66]([CH3:68])[CH3:67])=[O:61].C1C[O:75][CH2:74]C1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:54][C:50]1[CH:49]=[C:48]([CH:40]([C:41]2[CH:46]=[CH:45][CH:44]=[C:43]([CH3:47])[CH:42]=2)[CH2:39][NH:38][C:34]2[N:33]=[C:32]([C:74]([NH:56][CH2:57][CH2:58][NH:59][C:60]([NH:62][CH2:63][CH2:64][N:65]([CH:69]([CH3:71])[CH3:70])[CH:66]([CH3:67])[CH3:68])=[O:61])=[O:75])[N:31]=[C:30]3[C:35]=2[N:36]=[CH:37][N:29]3[C@H:11]2[C@H:10]([OH:9])[C@H:14]([OH:15])[C@@H:13]([C:24]([NH:26][CH2:27][CH3:28])=[O:25])[O:12]2)[CH:53]=[CH:52][CH:51]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 21040857(2R,3R,4S,5S)-4-(benzoyloxy)-2-(6-{[2,2-bis(3-methylphenyl)ethyl]amino}-2-iodo-9H-purin-9-yl)-5-[(ethylamino)carbonyl]tetrahydro-3-furanyl benzoateHCID 21978253N-(2-aminoethyl)-N'-[2-(diisopropylamino)ethyl]urea

생성물 1

HCID 600916706-{[2,2-Bis(3-methyl phenyl)ethyl]amino}-N-[2-[({[2-(diisopropylamino)ethyl]amino}carbonyl)-amino]ethyl]-9-{(2R,3R,4S,5S)-5-[(ethylamino)carbonyl]-3,4-dihydroxytetrahydro-2-furanyl}-9H-purine-2-carboxamide

시약·촉매·용매 1

HCID 178418397HCID 178418397, 화합물촉매

실험 절차

A solution of (2R,3R,4S,5S)-4-(benzoyloxy)-2-(6-{[2,2-bis(3-methylphenyl)ethyl]amino}-2-iodo-9H-purin-9-yl)-5-[(ethylamino)carbonyl]tetrahydro-3-furanyl benzoate (Preparation 48) (200 mg, 0.24 mmol), N-(2-aminoethyl)-N′-[2-(diisopropylamino)ethyl]urea (Preparation 52) air (270 mg, 1.18 mmol) and tetrakis(triphenylphosphine)palladium(0) (27 mg, 0.024 mmol) In THF (5 ml) was carbonylated at 60° C. and 345 KPa under a carbon monoxide atmosphere for 14 hours. TLC analysis showed the desired product together with partially deprotected material. To achieve complete removal of the benzoate protecting groups, solvent was evaporated under reduced pressure, the residue dissolved in methanol (10 ml), sodium carbonate (10 mg) added and the mixture allowed to stir at room temperature for 24 hours Solvent was again evaporated under reduced pressure and the residue purified by column chromatography on silica gel eluting with a gradient system of dichloromethane:methanol (90:10, by volume) changing to dichloromethane:methanol:concentrated aqueous ammonia (90:10:1, by volume). After evaporation of appropriate fractions the residue was triturated with diethyl ether, filtered and dried to yield the target compound as a white solid, (0.11 g, 61%).

후처리

  1. customwas carbonylated at 60° C.

출처 및 근거

ORD 기록
ord-41a1c36d3ead43bab21af8f5f4969fa4
출처 데이터셋
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06753322B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트