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Sodium Methoxide → HCID 178450818, 화합물

HRID 2169127
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HRID 2169127 반응식
C(O)(=O)C.[C:5]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][C:12]([NH2:14])=[NH:13].C[O:22][C:23](=O)/[C:24](/[O:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=[C:25](\O)/[C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27].C[O-].[Na+]>CO>[C:29]([O:28][C:26]([C:25]1[C:24]([O:34][CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[C:23]([OH:22])[N:14]=[C:12]([CH2:11][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:13]=1)=[O:27])([CH3:32])([CH3:30])[CH3:31]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10942334Sodium MethoxideHCID 546790054-Tert-butyl 1-methyl 2-(benzyloxy)-3-hydroxyfumarateHCID 867257812-Biphenyl-2-yl-acetamidine acetic acid salt

생성물 1

HCID 178450818HCID 178450818, 화합물수율 58%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of 2-biphenyl-2-yl-acetamidine acetate salt (5-01) (2.5 g, 9.2 mmol) and (E)-2-benzyloxy-3-hydroxy-but-2-enedioic acid 4-tert-butyl ester 1-methyl ester (4) (4.2 g, 13.88 mmol) in methanol (60 mL) was added sodium methoxide (1.5 g, 27.77 mmol) at 0° C., then the reaction mixture was allowed to warm to room temperature and was stirred for 16 h. After completion of the reaction, it was quenched with 1N HCl, evaporated and w ater was added. The mixture was extracted with ethyl acetate and the separated organic part was dried over sodium sulfate and concentrated under reduced pressure to get a crude product, which was purified using a normal silica column using 30% ethyl acetate in hexane to get 5-benzyloxy-2-biphenyl-2-ylmethyl-6-hydroxypyrimidine-4-carboxylic acid tert-butyl ester (6-01) (2.5 g, 57.63%) as a white solid.

후처리

  1. customAfter completion of the reaction, it
  2. customwas quenched with 1N HCl
  3. customevaporated
  4. additionwas added
  5. extractionThe mixture was extracted with ethyl acetate
  6. dry with materialthe separated organic part was dried over sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customto get a crude product, which
  9. customwas purified

출처 및 근거

ORD 기록
ord-f6665b0fd9a14dd2a6d62de2d29aca62
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09045486B2

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