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Glyoxylic acid, monohydrate → 2-(4-(2-(3-((S)-1-(benzyloxycarbonylamino)ethyl)phenylcarbamoyloxy)ethyl)-3-methylphenyl)-2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)acetic acid

HRID 735651
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HRID 735651 반응식
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:14]1[CH:15]=[C:16]([NH:20][C:21]([O:23][CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][C:27]=2[CH3:35])=[O:22])[CH:17]=[CH:18][CH:19]=1)[CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:36][C:37]1[CH:38]=[C:39]2[C:44](=[CH:45][CH:46]=1)[C:43]([N:47]([C:55]([O:57][C:58]([CH3:61])([CH3:60])[CH3:59])=[O:56])[C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])=[N:42][CH:41]=[CH:40]2.O.[C:63]([OH:67])(=[O:66])[CH:64]=O>>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:14]1[CH:15]=[C:16]([NH:20][C:21]([O:23][CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][C:29]([CH:64]([NH:36][C:37]3[CH:38]=[C:39]4[C:44](=[CH:45][CH:46]=3)[C:43]([N:47]([C:48]([O:50][C:51]([CH3:52])([CH3:53])[CH3:54])=[O:49])[C:55]([O:57][C:58]([CH3:61])([CH3:60])[CH3:59])=[O:56])=[N:42][CH:41]=[CH:40]4)[C:63]([OH:67])=[O:66])=[CH:28][C:27]=2[CH3:35])=[O:22])[CH:17]=[CH:18][CH:19]=1)[CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

4

반응물 3

HCID 15620607Glyoxylic acid, monohydrateHCID 57842831(S)-4-(2-(3-(1-(benzyloxycarbonylamino)ethyl)phenylcarbamoyloxy)ethyl)-3-methylphenylboronic acidHCID 58717298tert-butyl N-(6-aminoisoquinolin-1-yl)-N-[(tert-butoxy)carbonyl]carbamate

생성물 1

HCID 578429152-(4-(2-(3-((S)-1-(benzyloxycarbonylamino)ethyl)phenylcarbamoyloxy)ethyl)-3-methylphenyl)-2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)acetic acid
수율 63%

실험 절차

Using a procedure analogous to that used to prepare 2D, 59D (280 mg, 0.588 mmol) was reacted with Intermediate 1 and glyoxylic acid monohydrate to afford 59E (313 mg, 63%) as an oil. MS (ESI) m/z 848.7 (M+H)+.

출처 및 근거

ORD 기록
ord-c46d8008e9084d8ebd3b8c41727f4a9e
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07592331B2

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