Triphenylphosphine → HCID 69946456, 화합물

HRID 411780

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HRID 411780 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[P:20]([O-:38])([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:21].O[CH2:40][CH2:41][CH2:42][CH2:43][NH:44][C:45]([N:47]1[C:51](=[O:52])[C:50]([C:53]2[C:61]3[C:56](=[CH:57][C:58]([N+:62]([O-:64])=[O:63])=[CH:59][CH:60]=3)[N:55]([CH3:65])[CH:54]=2)=[C:49]([C:66]2[C:74]3[C:69](=[CH:70][CH:71]=[CH:72][CH:73]=3)[N:68]([CH3:75])[CH:67]=2)[C:48]1=[O:76])=[O:46].N(C(OCC)=O)=NC(OCC)=O>C1COCC1>[CH3:75][N:68]1[C:69]2[C:74](=[CH:73][CH:72]=[CH:71][CH:70]=2)[C:66]([C:49]2[C:48](=[O:76])[N:47]([C:45]([NH:44][CH2:43][CH2:42][CH2:41][CH2:40][O:21][P:20](=[O:38])([O:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[O:30][CH2:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[O:46])[C:51](=[O:52])[C:50]=2[C:53]2[C:61]3[C:56](=[CH:57][C:58]([N+:62]([O-:64])=[O:63])=[CH:59][CH:60]=3)[N:55]([CH3:65])[CH:54]=2)=[CH:67]1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 4193600DibenzylphosphateHCID 9849384HCID 9849384, 화합물

생성물 1

HCID 69946456HCID 69946456, 화합물수율 83%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-78 °C

실험 절차

Triphenylphosphine (0.86 g, 3.29 mmol) and Dibenzyl phosphate (0.91 g, 3.29 mmol) were added to a solution of 3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrole-1-carboxylic acid (4-hydroxybutyl)-amide (prepared as in example 23, 1.41 g, 2.74 mmol) in THF (50 mL). The mixture was cooled to −78° C. Diethyl azodicarboxylate (0.52 mL, 3.29 mmol) was added dropwise over 5 min. The cooling bath was removed and after 2 h, the mixture was evaporated. Chromatography of the residue over silica gel using 2:1 EtOAc/hexane then EtOAc gave phosphoric acid dibenzyl ester 4-{[3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrole-1-carbonyl]-amino}butyl ester (1.76 g, 83%).

후처리

  1. customThe cooling bath was removed and after 2 h
  2. customthe mixture was evaporated

출처 및 근거

ORD 기록
ord-66478ebb629a4e97b3cee9202f3b500c
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06559164B1

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