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Lithium borohydride → N-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[(1S)-2-hydroxy-1-methylethoxy]-4-pyrimidinyl]-1-azetidinesulfonamide

HRID 1175374
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HRID 1175374 반응식
[N:1]1([S:5]([NH:8][C:9]2[N:14]=[C:13]([S:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[C:18]=3[F:24])[N:12]=[C:11]([O:25][C@@H:26]([CH3:32])[C:27](OCC)=[O:28])[CH:10]=2)(=[O:7])=[O:6])[CH2:4][CH2:3][CH2:2]1.[BH4-].[Li+]>C1COCC1>[F:24][C:18]1[C:19]([F:23])=[CH:20][CH:21]=[CH:22][C:17]=1[CH2:16][S:15][C:13]1[N:14]=[C:9]([NH:8][S:5]([N:1]2[CH2:4][CH2:3][CH2:2]2)(=[O:6])=[O:7])[CH:10]=[C:11]([O:25][C@@H:26]([CH3:32])[CH2:27][OH:28])[N:12]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4148881Lithium borohydrideHCID 670512112-[[6-[(1-azetidinylsulfonyl)amino]-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinyl]oxy]-(2S)-propanoic acid ethyl ester

생성물 1

HCID 59558803N-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[(1S)-2-hydroxy-1-methylethoxy]-4-pyrimidinyl]-1-azetidinesulfonamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

The title compound was prepared according to the procedure outlined in example 24 using 2-[[6-[(1-azetidinylsulfonyl)amino]-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinyl]oxy]-(2S)-propanoic acid, ethyl ester, (the product of step ii) (0.28 g), THF (8 mL) and 2M lithium borohydride in THF (0.57 mL). Purification was by column chromatography on silica using EtOAc/isohexane (2:3) as eluent to give the title compound as a white solid. Yield: 0.15 g

후처리

  1. customThe title compound was prepared
  2. customPurification

출처 및 근거

ORD 기록
ord-24dcd48ecde34175848f03db1edea7bc
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07838675B2

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