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1,2-Dichloroethane → 4-[2-(Thiazol-2-ylamino)ethyloxy]benzoyl-2(S)-phenylsulfonylamino-beta-alanine tert-butyl ester

HRID 1599942
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HRID 1599942 반응식
Cl.[S:2]1[CH:6]=[CH:5][N:4]=[C:3]1[NH:7][CH2:8][CH2:9][O:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=O)=[CH:13][CH:12]=1.Cl.[NH2:21][CH2:22][C@H:23]([NH:31][S:32]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)(=[O:34])=[O:33])[C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>CN(C=O)C.CCOC(C)=O>[C:27]([O:26][C:24](=[O:25])[C@@H:23]([NH:31][S:32]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)(=[O:34])=[O:33])[CH2:22][NH:21][C:15](=[O:17])[C:14]1[CH:13]=[CH:12][C:11]([O:10][CH2:9][CH2:8][NH:7][C:3]2[S:2][CH:6]=[CH:5][N:4]=2)=[CH:19][CH:18]=1)([CH3:30])([CH3:28])[CH3:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 22853534(S)-3-amino-2-benzenesulfonylamino-propionic acid tert-butyl ester hydrochlorideHCID 867524494-[2-(Thiazol-2-ylamino)ethyloxy]benzoic acid hydrochloride

생성물 1

HCID 86752450
4-[2-(Thiazol-2-ylamino)ethyloxy]benzoyl-2(S)-phenylsulfonylamino-beta-alanine tert-butyl ester

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

Acid 24-5 (160 mg, 0.60 mmol), amine 2-1 (215 mg, 0.60 mmol), EDC (140 mg, 0.73 mmol), HOBT (98 mg, 0.73 mmol), and NMM (235 μL, 2.1 mmol) were combined in 3 mL DMF at -15°. After stirring at RT for 16 h, the reaction was diluted with EtOAc, washed with water, sat. NaHCO3 and brine, dried, concentrated, and purified by flash chromatography (silica, 70% EtOAc/hexane) providing 24-6 as an off-white solid. Rf 0.54 (silica, EtOAc).

후처리

  1. washwashed with water, sat. NaHCO3 and brine
  2. customdried
  3. concentrationconcentrated
  4. custompurified by flash chromatography (silica, 70% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-6fa2b11c59aa4ad292c2933cc6045e09
출처 데이터셋
uspto-grants-1998_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05741796

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