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HCID 69733903, 화합물 → HCID 86585911, 화합물

HRID 488364
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HRID 488364 반응식
[CH3:1][C:2]([CH3:35])([O:4][C:5]([NH:7][CH2:8][C@@H:9]1[O:13][C:12](=[O:14])[N:11]([C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[CH2:21][N:20](C(OCC2C=CC=CC=2)=O)[CH2:19][CH2:18]3)[CH2:10]1)=[O:6])[CH3:3]>CO.[OH-].[OH-].[Pd+2]>[O:14]=[C:12]1[N:11]([C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[CH2:21][NH:20][CH2:19][CH2:18]3)[CH2:10][C@H:9]([CH2:8][NH:7][C:5](=[O:6])[O:4][C:2]([CH3:3])([CH3:1])[CH3:35])[O:13]1
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참가 물질

4

반응물 1

HCID 69733903HCID 69733903, 화합물

생성물 1

HCID 86585911HCID 86585911, 화합물

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

실험 절차

A mixture of phenylmethyl 6-[(5S)-5-[[[(1,1-dimethylethoxy)carbonyl]amino]-methyl]-2-oxo-3-oxazolidinyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate (Step 1, 1.11 g, 2.31 mmol) and 20% Pd(OH)2/C (324 mg) in MeOH (23 mL) in a Parr bottle is shaken under 20 psi H2 for 1.25 hr. The resulting mixture is filtered through Celite to remove the catalyst, and the filtrate is concentrated under reduced pressure to give a quantitative yield of the product as an amorphous solid which is used without further purification. 1H NMR (400 MHz, CD3OD) δ 7.35 (bd, 1H), 7.31 (s, 1H), 7.08 (d, 1H), 4.75 (m, 1H), 4.14 (t, 1H), 3.97 (s, 2H), 3.87 (m, 1H), 3.42 (m, 2H), 3.11 (m, 2H), 2.87 (m, 2H), 1.42 (s, 9H); MS (ESI+) for C18H25N3O4 m/z 348 (M+H)30.

후처리

  1. filtrationThe resulting mixture is filtered through Celite
  2. customto remove the catalyst
  3. concentrationthe filtrate is concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-695147de20c94a70bf8937709f64b383
출처 데이터셋
uspto-grants-2005_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06972286B2

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