Isoglutamine → HCID 67145783, 화합물

HRID 1425656

반응식

HRID 1425656 반응식
[C:1]([O:5][C:6](=[O:33])[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25]N2C(=O)CCC2=O)=O)=[CH:9][CH:8]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:34][C@H:35]([C:41]([NH2:43])=[O:42])[CH2:36][CH2:37][C:38](=[O:40])[OH:39]>CN(C=O)C>[C:1]([O:5][C:6](=[O:33])[C:7]1[CH:8]=[CH:9][C:10]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23](=[O:25])[NH:34][C@H:35]([C:41](=[O:42])[NH2:43])[CH2:36][CH2:37][C:38]([OH:40])=[O:39])=[CH:11][CH:12]=1)([CH3:2])([CH3:3])[CH3:4]

참가 물질

4

반응물 2

HCID 445883Isoglutamine2회HCID 87125735HCID 87125735, 화합물

생성물 1

HCID 67145783HCID 67145783, 화합물수율 86%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

4-[9-(2,5-Dioxopyrrolidin-1-yloxycarbonyl)nonyloxy]benzoic acid tert-butyl ester (200 mg, 0.433 mmol) was stirred in DMF (2 mL) and H-Glu-NH2 (63 mg) was added. The non-homogeneous mixture was stirred at rt for 16 h. LC/MS analysis indicated the reaction had not gone to completion. H-Glu-NH2 (20 mg) and more DMF (2 mL) were added and the mixture was stirred for 2 d at rt. The sample was concentrated under vacuum and AcOEt (50 mL) was added. The solution was washed with 0.2 N HCl (2×25 mL) and water (25 mL), dried over MgSO4, and concentrated under vacuum to yield a white solid (180 mg, 86% yield).

후처리

  1. stirringthe mixture was stirred for 2 d at rt
  2. concentrationThe sample was concentrated under vacuum and AcOEt (50 mL)
  3. additionwas added
  4. washThe solution was washed with 0.2 N HCl (2×25 mL) and water (25 mL)
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-fe6b03934fe4490ea9d941edb72f3d3d
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933021B2

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