Tetrahydrofuran → HCID 12021238, 화합물

HRID 411768

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HRID 411768 반응식
C1COCC1.CCOC(/N=N/C(OCC)=O)=O.[OH:18][CH2:19][N:20]1[C:24](=[O:25])[C:23]([C:26]2[C:34]3[C:29](=[CH:30][C:31]([N+:35]([O-:37])=[O:36])=[CH:32][CH:33]=3)[N:28]([CH3:38])[CH:27]=2)=[C:22]([C:39]2[C:47]3[C:42](=[CH:43][CH:44]=[CH:45][CH:46]=3)[N:41]([CH3:48])[CH:40]=2)[C:21]1=[O:49].[CH2:50]([O:57][P:58]([O-])([O:60][CH2:61][C:62]1[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=1)=[O:59])[C:51]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[CH3:48][N:41]1[C:42]2[C:47](=[CH:46][CH:45]=[CH:44][CH:43]=2)[C:39]([C:22]2[C:21](=[O:49])[N:20]([CH2:19][O:18][P:58](=[O:59])([O:60][CH2:61][C:62]3[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=3)[O:57][CH2:50][C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)[C:24](=[O:25])[C:23]=2[C:26]2[C:34]3[C:29](=[CH:30][C:31]([N+:35]([O-:37])=[O:36])=[CH:32][CH:33]=3)[N:28]([CH3:38])[CH:27]=2)=[CH:40]1

참가 물질

6

반응물 5

HCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 4193600DibenzylphosphateHCID 5462977Diethyl azodicarboxylateHCID 98673381-hydroxymethyl-3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione

생성물 1

HCID 12021238HCID 12021238, 화합물

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온도
20 °C

실험 절차

To a cool solution (10° C.) of THF containing 0.12 g (0.68 mmole) of diethylazodicarboxylate, 0.20 g (0.46 mmole) of 1-hydroxymethyl-3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione (from Step a above), and 0.40 g (1.43 mmole) of dibenzylphosphate was added dropwise 5 ml of a solution containing 0.128 g (0.49 mmole) of triphenylphosphine. The resulting mixture was stirred for 14 hours at 20° C. All solvent was evaporated and the residue was purified by chromatography using silica gel and eluting with a mixture of EtOAc/Hexanes to afford phosphoric acid dibenzyl ester 3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl ester as a brick red solid (mp=105-109° C.).

후처리

  1. customAll solvent was evaporated
  2. customthe residue was purified by chromatography
  3. washeluting with a mixture of EtOAc/Hexanes

출처 및 근거

ORD 기록
ord-82476f6f426b45d3970b7a0e31722112
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06559164B1

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