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Hydrochloric Acid → HCID 86622986, 화합물

HRID 2233798
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HRID 2233798 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH2:9][C@H:10]([NH:22]C(OC(C)(C)C)=O)[C:11]([O:13][C@H:14]([CH3:21])[C@H:15]([O:17][C:18](=[O:20])[CH3:19])[CH3:16])=[O:12])[CH:5]=[CH:6][C:7]=1[OH:8].[ClH:30]>O1CCOCC1>[ClH:30].[NH2:22][C@@H:10]([CH2:9][C:4]1[CH:5]=[CH:6][C:7]([OH:8])=[C:2]([OH:1])[CH:3]=1)[C:11]([O:13][C@H:14]([CH3:21])[C@H:15]([O:17][C:18](=[O:20])[CH3:19])[CH3:16])=[O:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 86621601HCID 86621601, 화합물

생성물 1

HCID 86622986HCID 86622986, 화합물수율 53%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

(1R,2R)-2-Acetyloxy-1-methylpropyl (2S)-3-(3,4-dihydroxyphenyl)-2-[(tert-butoxy)carbonylamino]propanoate (8) (0.4 g, 0.97 mmol) was dissolved in 8 mL of 4M HCl in 1,4-dioxane. The resulting mixture was stirred at room temperature for 60 min. After removing dioxane, acetonitrile (5 mL) was added. The title compound (5) (0.16 g, 53% yield) was crystallized and collected by filtration. 1H NMR (400 MHz, CD3OD): δ 1.19 (d, J=6.4 Hz, 3H), 1.21 (d, J=6.4 Hz, 3H), 2.04 (s, 3H), 3.02 (dd, J=12.0, 6.4 Hz, 1H), 3.07 (dd, J=12.0, 6.4 Hz, 1H), 4.21 (t, J=6.4 Hz, 1H), 4.95 (m, 1H), 5.04 (m, 1H), 6.57 (dd, J=8.0, 2.0 Hz, 1H), 6.67 (d, J=2.0 Hz, 1H), 6.74 (d, J=8.0 Hz, 1H). MS (ESI) m/z 312.2 (M+H)+ and 310.2 (M−H)−.

후처리

  1. customAfter removing dioxane, acetonitrile (5 mL)
  2. additionwas added

출처 및 근거

ORD 기록
ord-7dcf0c9c24ac48c8b82e619bb9855030
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07709527B2

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