Diisopropylcarbodiimide → HCID 86651901, 화합물

HRID 2410211노트

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HRID 2410211 반응식
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@H:19]([CH2:26][O:27][C@@H:28]3[O:37][CH:36]4[C@@H:31]([O:32][CH:33]([C:38]5[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=5)[O:34][CH2:35]4)[C@H:30]([OH:44])[C@@H:29]3[NH:45][C:46](=[O:48])[CH3:47])[C:20]([O:22][CH2:23][CH:24]=[CH2:25])=[O:21])=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:49]([S:68][CH2:69][C:70](O)=[O:71])([C:62]1[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=1)([C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1)[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1.CC(C)N=C=NC(C)C>ClCCl.CN(C1C=CN=CC=1)C>[CH:10]1[C:11]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@H:19]([CH2:26][O:27][C@@H:28]3[O:37][CH:36]4[C@@H:31]([O:32][CH:33]([C:38]5[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=5)[O:34][CH2:35]4)[C@H:30]([O:44][C:70](=[O:71])[CH2:69][S:68][C:49]([C:50]4[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=4)([C:56]4[CH:57]=[CH:58][CH:59]=[CH:60][CH:61]=4)[C:62]4[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=4)[C@@H:29]3[NH:45][C:46](=[O:48])[CH3:47])[C:20]([O:22][CH2:23][CH:24]=[CH2:25])=[O:21])=[O:17])[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1

참가 물질

6

반응물 3

HCID 12734DiisopropylcarbodiimideHCID 42453062-(Tritylthio)acetic acidHCID 86651902(2R)-allyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-((6R,7S,8R,8aS)-7-acetamido-8-hydroxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-yloxy)propanoate

생성물 1

HCID 86651901HCID 86651901, 화합물수율 91%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

Alcohol 33 (142 mg, 0.22 mmol) was dissolved in dry dichloromethane (7.5 ml). S-Trityl-mercaptoacetic acid (110 mg, 0.32 mmol) was added and the reaction cooled to 0° C. DIC (50 μl, 0.32 mmol) and DMAP (1.3 mg, 0.01 mmol) was added and the reaction stirred at 0° C. for 15 min. The solvent was removed in vacuo and the product purified by column chromatography (eluent: 2:1 hexane/ethyl acaetate—1:1 v/v hexane/ethyl acetate) to afford 34 as a white solid (190 mg, 91%).

후처리

  1. customThe solvent was removed in vacuo
  2. customthe product purified by column chromatography (eluent: 2:1 hexane/ethyl acaetate—1:1 v/v hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-4e5e6b4f20b44443b76f95597f075086
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08816050B2

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