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Diisopropylethylamine → Methyl (S)-2-[(8-azaspiro[4.5]decane-8-carbonyl)amino]-4,4-difluoro-5-phenylpentanoate

HRID 1913328
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HRID 1913328 반응식
[F:1][C:2]([F:19])([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:3][C@H:4]([N:9]=[C:10]=[O:11])[C:5]([O:7][CH3:8])=[O:6].[CH2:20]1[C:24]2([CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH2:23][CH2:22][CH2:21]1.CCN(C(C)C)C(C)C>ClCCl>[CH2:23]1[C:24]2([CH2:29][CH2:28][N:27]([C:10]([NH:9][C@@H:4]([CH2:3][C:2]([F:19])([F:1])[CH2:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:5]([O:7][CH3:8])=[O:6])=[O:11])[CH2:26][CH2:25]2)[CH2:20][CH2:21][CH2:22]1
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 4371528-Azaspiro(4.5)decaneHCID 86635603Methyl (S)-4,4-difluoro-2-isocyanato-5-phenylpentanoate

생성물 1

HCID 66661189Methyl (S)-2-[(8-azaspiro[4.5]decane-8-carbonyl)amino]-4,4-difluoro-5-phenylpentanoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Methyl (S)-4,4-difluoro-2-isocyanato-5-phenylpentanoate (425 mg, 1.58 mmol) were dissolved in 25 ml of dichloromethane. 8-Azaspiro[4.5]decane (220 mg, 1.58 mmol, 1 eq.) and DIPEA (269 μl, 204 mg, 1.58 mmol, 1 eq.) were added to this solution which was stirred at RT overnight. The solvent was removed under reduced pressure and the residue was purified by preparative HPLC (gradient: acetonitrile/water and addition of 0.05% TFA). The product-containing fractions were combined and freed from the solvent under reduced pressure.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by preparative HPLC (gradient: acetonitrile/water and addition of 0.05% TFA)

출처 및 근거

ORD 기록
ord-ca4e9960001d438db5f2fce3e4303e93
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08609681B2

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