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Dimethylamine, hydrochloride → HCID 28165234, 화합물

HRID 446941
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HRID 446941 반응식
[C:1]([O:5][C:6]([NH:8][C@H:9]([CH3:13])[C:10](O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].F[B-](F)(F)F.N1(O[C:29](N(C)C)=[N+:30](C)[CH3:31])C2C=CC=CC=2N=N1.Cl.CNC.C(N(CC)C(C)C)(C)C>ClCCl.O>[C:1]([O:5][C:6](=[O:7])[NH:8][C@@H:9]([C:10](=[O:11])[N:30]([CH3:31])[CH3:29])[CH3:13])([CH3:4])([CH3:3])[CH3:2]
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참가 물질

7

반응물 4

HCID 10473Dimethylamine, hydrochlorideHCID 81531DiisopropylethylamineHCID 637606BOC-D-alanineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

생성물 1

HCID 28165234HCID 28165234, 화합물수율 101.2%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6344Dichloromethane용매2회

실험 절차

(R)-2-(tert-Butoxycarbonylamino)propanoic acid (1.0 g, 5.3 mmol) and O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium tetrafluoroborate (1.8 g, 5.6 mmol) were dissolved in 13 mL of dichloromethane. Dimethylamine hydrochloride (0.64 g, 7.8 mmol) and N,N-diisopropylethylamine (3.6 mL, 20.8 mmol) were added and the mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with dichloromethane and water was added. The layers were separated and the aqueous layer was extracted once more with dichloromethane. The combined organic layers were washed with sodium chloride solution, dried over sodium sulfate and concentrated. The residue was purified by silica gel chromatography (ethyl acetate/hexanes) to give 1.16 g (100%) of ((R)-1-dimethylcarbamoyl-ethyl)-carbamic acid tert-butyl ester.

후처리

  1. additionwas added
  2. customThe layers were separated
  3. extractionthe aqueous layer was extracted once more with dichloromethane
  4. washThe combined organic layers were washed with sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel chromatography (ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-c23c30bb05c146949167ac7849a32ebc
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08481541B2

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