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2-Ethylhexanoic Acid → Sodium (1S,5R,6S)-6-[1(R)-hydroxy-ethyl]-1-methyl-2-(3-methyl-2,2-dioxo-2,3-dihydro-2-thia-1,3-diaza-cyclopenta[b]naphthalen-1-yl-methyl)-carbapen-2-em-3-carboxylate

HRID 1596730
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HRID 1596730 반응식
C(OC([O:7][C@@H:8]([C@H:10]1[C:40](=[O:41])[N:12]2[C:13]([C:34]([O:36]CC=C)=[O:35])=[C:14]([CH2:17][N:18]3[C:22]4=[CH:23][C:24]5[C:29]([CH:30]=[C:21]4[N:20]([CH3:31])[S:19]3(=[O:33])=[O:32])=[CH:28][CH:27]=[CH:26][CH:25]=5)[C@H:15]([CH3:16])[C@H:11]12)[CH3:9])=O)C=C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(C(CCCC)C([O-])=O)C.[Na+:71].C(OCC)(=O)C.C(C(CCCC)C(O)=O)C>ClCCl.C(OCC)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[OH:7][C@@H:8]([C@H:10]1[C:40](=[O:41])[N:12]2[C:13]([C:34]([O-:36])=[O:35])=[C:14]([CH2:17][N:18]3[C:22]4=[CH:23][C:24]5[C:29]([CH:30]=[C:21]4[N:20]([CH3:31])[S:19]3(=[O:33])=[O:32])=[CH:28][CH:27]=[CH:26][CH:25]=5)[C@H:15]([CH3:16])[C@H:11]12)[CH3:9].[Na+:71]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 86972-Ethylhexanoic AcidHCID 8857Ethyl AcetateHCID 11776TriphenylphosphineHCID 15538053allyl (1S,5R,6S)-6-[1(R)-allyloxycarbonyloxy-ethyl]-1-methyl-2-(3-methyl-2,2-dioxo-2,3-dihydro-2-thia-1,3-diaza-cyclopenta[b]naphthalen-1-yl-methyl)-carbapen-2-em-3-carboxylateHCID 23672331Sodium 2-ethylhexanoate

생성물 1

HCID 23701550
Sodium (1S,5R,6S)-6-[1(R)-hydroxy-ethyl]-1-methyl-2-(3-methyl-2,2-dioxo-2,3-dihydro-2-thia-1,3-diaza-cyclopenta[b]naphthalen-1-yl-methyl)-carbapen-2-em-3-carboxylate

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

The product from step 1 (52 mg, 0.089 mmol), triphenylphosphine (7 mg, 0.0267 mmol), 0.5M sodium 2-ethyl-hexanoate in ethyl acetate (0.178 mL, 0.089 mmol), 2-ethyl-hexanoic acid (0.014 mL, 0.089 mmol) and tetrakis(triphenylphosphine)palladium(0) (10 mg, 0.0089 mmol) were combined in dichloromethane (1.5 mL). The mixture was stirred at room temperature for 15 minutes, then diluted with ethyl ether (20 mL) and centrifuged. The solid pellet was washed with ether (5 mL) and dried under vacuum to afford the title compound as a white solid.

후처리

  1. washThe solid pellet was washed with ether (5 mL)
  2. customdried under vacuum

출처 및 근거

ORD 기록
ord-0c869f33f589427081a00a0ff086b28f
출처 데이터셋
uspto-grants-2001_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06291448B1

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