Water → HCID 86663348, 화합물

HRID 2170101노트

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HRID 2170101 반응식
[NH:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:21][C:22]([N:24]([CH2:28][CH2:29][CH3:30])[CH2:25][CH2:26][CH3:27])=[O:23].O>CN(C=O)C.C(Cl)Cl.CCCCCCC>[CH2:25]([N:24]([CH2:28][CH2:29][CH3:30])[C:22]([CH2:21][O:5][C:4](=[O:6])[CH2:3][CH2:2][NH:1][C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])=[O:23])[CH2:26][CH3:27]

참가 물질

8

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 76809N-((1,1-dimethylethoxy)carbonyl)-beta-alanineHCID 2196472-chloro-N,N-dipropylacetamide

생성물 1

HCID 86663348HCID 86663348, 화합물

시약·촉매·용매 3

HCID 6228Dimethylformamide용매2회HCID 6344Dichloromethane용매HCID 8900Heptane용매

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온도
60 °C

실험 절차

To a stirred suspension of Boc-Beta-Ala-OH (40.0 g, 211 mmol) in DMF (200 ml) at 60° C. under N2 was added potassium carbonate (40.0 g, 289 mmol). To this mixture was added 2-chloro-N,N-dipropyl-acetamide (36.7 g, 207 mmol) in DMF (75 ml). The reaction mixture was allowed to stir at 60° C. overnight. The reaction was allowed to cool to RT and diluted with DCM (400 ml) followed by water (500 ml). The organic layer was separated and washed with brine (200 ml), dried over MgSO4 and concentrated in vacuo to yield a pale yellow oil. To the oil was added n-heptane (500 ml) (azeotrope for DMF) which was concentrated in vacuo to afford the title compound; LC-MS Rt 1.14 mins; 331.3 [M+H]+, Method 2minLC_v003.

후처리

  1. temperatureto cool to RT
  2. customThe organic layer was separated
  3. washwashed with brine (200 ml)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo
  6. customto yield a pale yellow oil
  7. concentrationwas concentrated in vacuo

출처 및 근거

ORD 기록
ord-9f049d21b0e748a2b1f33e9b34d1233c
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09050339B2

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