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Diethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-propylimidazole-4,5-dicarboxylate → Ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-hydroxymethyl-2-propylimidazole-5-carboxylate

HRID 265090
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HRID 265090 반응식
[C:1]([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][N:21]2[C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:24]([C:31](OCC)=[O:32])[N:23]=[C:22]2[CH2:36][CH2:37][CH3:38])=[CH:16][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].C([Al+]CC(C)C)C(C)C>O1CCCC1>[C:1]([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][N:21]2[C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:24]([CH2:31][OH:32])[N:23]=[C:22]2[CH2:36][CH2:37][CH3:38])=[CH:16][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
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4

반응물 2

HCID 10768304Diethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-propylimidazole-4,5-dicarboxylateHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 10624492Ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-hydroxymethyl-2-propylimidazole-5-carboxylate수율 71.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Following a procedure similar to that described in Example 1(b), 16.47 g of diethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-propylimidazole-4,5-dicarboxylate [prepared as described in step (a) above] were reduced, using 44.4 ml of a 1.5M solution of diisobutylaluminum hydride in tetrahydrofuran, to afford 10.83 g of the title compound as crystals, melting at 108°-110° C.

출처 및 근거

ORD 기록
ord-90a9f84613e441b39bd994a50277fd4e
출처 데이터셋
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05646171

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