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t-Butyl 1-[9-[1-(tert-butoxycarbonyl)cyclopropyl]-5-oxononyl]-1-cyclopropanecarboxylate → 1-[9-(1-Carboxycyclopropyl)-5-oxononyl]-1-cyclopropanecarboxylic acid

HRID 873261
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HRID 873261 반응식
C([O:5][C:6]([C:8]1([CH2:11][CH2:12][CH2:13][CH2:14][C:15](=[O:30])[CH2:16][CH2:17][CH2:18][CH2:19][C:20]2([C:23]([O:25]C(C)(C)C)=[O:24])[CH2:22][CH2:21]2)[CH2:10][CH2:9]1)=[O:7])(C)(C)C>C(O)=O>[C:23]([C:20]1([CH2:19][CH2:18][CH2:17][CH2:16][C:15](=[O:30])[CH2:14][CH2:13][CH2:12][CH2:11][C:8]2([C:6]([OH:7])=[O:5])[CH2:9][CH2:10]2)[CH2:22][CH2:21]1)([OH:25])=[O:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 21932031t-Butyl 1-[9-[1-(tert-butoxycarbonyl)cyclopropyl]-5-oxononyl]-1-cyclopropanecarboxylate

생성물 1

HCID 115440971-[9-(1-Carboxycyclopropyl)-5-oxononyl]-1-cyclopropanecarboxylic acid수율 99.5%

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

A solution of 106d (5.31 g, 12.6 mmol) in HCO2H (50 mL) was stirred for 3 h, evaporated in vacuo and coevaporated from toluene (3×25 mL) to give 107d (3.89 g, 99%) as a white solid. An analytical sample was obtained after recrystallization from iPr2O/heptane. mp 132-134° C. 1H NMR: (CD3OD) δ 2.45 (t, J=6.9 Hz, 4H), 1.58-1.39 (m, 12H), 1.14 (dd, J=6.6, 3.7 Hz, 4H), 0.70 (dd, J=6.8, 3.9 Hz, 4H). 13C NMR: (CD3OD) δ 214.4, 179.4 (2×), 43.5 (2×), 34.9 (2×), 28.5 (2×), 25.1 (2×), 24.2 (2×), 16.2 (4×). Anal. calcd for C17H26O5: C, 65.78; H, 8.44. found: C, 65.40; H, 8.37.

후처리

  1. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-beba4fe9090d497688a7e8c625a9e790
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08975300B2

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