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Dicyclohexylcarbodiimide → HCID 86665801, 화합물

HRID 1943316
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HRID 1943316 반응식
[O:1]=[C:2]([C@@:16]1([OH:57])[CH2:33][C@H:32]([O:34][C@@H:35]2[O:49][C@@H:48]([CH3:50])[C@H:38]3[O:39][C@H:40]4[N:45]([C@H:37]3[CH2:36]2)[CH2:44][CH2:43][O:42][C@@H:41]4[O:46][CH3:47])[C:31]2[C:18](=[C:19]([OH:56])[C:20]3[C:21](=[O:55])[C:22]4[C:27]([C:28](=[O:52])[C:29]=3[C:30]=2[OH:51])=[C:26]([O:53][CH3:54])[CH:25]=[CH:24][CH:23]=4)[CH2:17]1)[CH2:3][O:4][C:5]1([O:11][CH2:12][C:13]([OH:15])=[O:14])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.O[N:59]1[C:63](=[O:64])[CH2:62][CH2:61][C:60]1=[O:65].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[O:1]=[C:2]([C@@:16]1([OH:57])[CH2:33][C@H:32]([O:34][C@@H:35]2[O:49][C@@H:48]([CH3:50])[C@H:38]3[O:39][C@H:40]4[N:45]([C@H:37]3[CH2:36]2)[CH2:44][CH2:43][O:42][C@@H:41]4[O:46][CH3:47])[C:31]2[C:18](=[C:19]([OH:56])[C:20]3[C:21](=[O:55])[C:22]4[C:27]([C:28](=[O:52])[C:29]=3[C:30]=2[OH:51])=[C:26]([O:53][CH3:54])[CH:25]=[CH:24][CH:23]=4)[CH2:17]1)[CH2:3][O:4][C:5]1([O:11][CH2:12][C:13]([O:15][N:59]2[C:63](=[O:64])[CH2:62][CH2:61][C:60]2=[O:65])=[O:14])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 59184940HCID 59184940, 화합물

생성물 1

HCID 86665801HCID 86665801, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of the acid intermediate 46 (4 mg, 0.005 mmol) in dry Dichloromethane (2 mL) kept at +5° C., N-hydroxysuccinimide (2 mg, 0.017 mmol) and N,N′-dicyclohexylcarbodiimide (2 mg, 0.01 mmol) were added. The solution was stirred at room temperature for 6 h, the solvent evaporated under vacuum and the residue treated with ethyl ether (5 mL). The suspension was stirred for 30 minutes, the solid removed by filtration and organic solution concentrated in vacuo. Purification of the crude by flash chromatography (DCM/Acetone 80:20) yield 1.5 mg (y=33%) of 47 as a red solid. MS (ESI): 895 [M+H]+. Retention time=3.22 min. Method 1.

후처리

  1. customkept at +5° C.
  2. customthe solvent evaporated under vacuum
  3. additionthe residue treated with ethyl ether (5 mL)
  4. stirringThe suspension was stirred for 30 minutes
  5. customthe solid removed by filtration and organic solution
  6. concentrationconcentrated in vacuo
  7. customPurification of the crude by flash chromatography (DCM/Acetone 80:20) yield 1.5 mg (y=33%) of 47 as a red solid

출처 및 근거

ORD 기록
ord-e3ecfd8024a1495283294bbeda5692f8
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08389697B2

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