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Sodium Hydroxide → HCID 59166768, 화합물

HRID 1442960
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HRID 1442960 반응식
CC[O:3][C:4]([C@@H:6]1[CH2:10][C@H:9]([S:11][C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)[CH2:8][N:7]1[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[O:5].[OH-].[Na+]>CO>[C:22]([O:21][C:19]([N:7]1[CH2:8][C@@H:9]([S:11][C:12]2[CH:13]=[CH:14][C:15]([Br:18])=[CH:16][CH:17]=2)[CH2:10][C@H:6]1[C:4]([OH:5])=[O:3])=[O:20])([CH3:25])([CH3:23])[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 59166754HCID 59166754, 화합물

생성물 1

HCID 59166768HCID 59166768, 화합물수율 107.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(2S,4S)-4-(4-Bromo-phenylsulfanyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester (Preparation 5, 120 mg, 0.30 mmol) was dissolved in MeOH (6 ml) and 2M sodium hydroxide was added (0.83 ml, 1.66 mmol). The solution was stirred for 14 h, concentrated and added to 0.5M HCl (50 ml). The aqueous was extracted with CH2Cl2 (50 ml) which was dried (magnesium sulphate) and concentrated. Flash column chromatography (eluting first with CH2Cl2 and then with 95% CH2Cl2/MeOH) gave the acid as a clear liquid (130 mg, 48%).

후처리

  1. concentrationconcentrated
  2. additionadded to 0.5M HCl (50 ml)
  3. extractionThe aqueous was extracted with CH2Cl2 (50 ml) which
  4. dry with materialwas dried (magnesium sulphate)
  5. concentrationconcentrated
  6. washFlash column chromatography (eluting first with CH2Cl2

출처 및 근거

ORD 기록
ord-e5ee404a7d824fdc9525811b9bc79ee1
출처 데이터셋
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07659305B2

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