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4-Nitrobenzenesulfonyl chloride → Nalpha-(4-nitrobenzenesulfonyl)-Nepsilon-(9-fluorenylmethoxycarbonyl)-L-lysine

HRID 1282507
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HRID 1282507 반응식
C(OC([NH:8][C@H:9]([C:32]([OH:34])=[O:33])[CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]([O:17][CH2:18][CH:19]1[C:31]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[C:25]2[C:20]1=[CH:21][CH:22]=[CH:23][CH:24]=2)=[O:16])=O)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)Cl.FC(F)(F)C([O-])=O.[N+:52]([C:55]1[CH:60]=[CH:59][C:58]([S:61](Cl)(=[O:63])=[O:62])=[CH:57][CH:56]=1)([O-:54])=[O:53]>>[N+:52]([C:55]1[CH:60]=[CH:59][C:58]([S:61]([NH:8][C@H:9]([C:32]([OH:34])=[O:33])[CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]([O:17][CH2:18][CH:19]2[C:31]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:25]3[C:20]2=[CH:21][CH:22]=[CH:23][CH:24]=3)=[O:16])(=[O:63])=[O:62])=[CH:57][CH:56]=1)([O-:54])=[O:53]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 84468TrifluoroacetateHCID 10983524(2S)-2-(((tert-butoxy)carbonyl)amino)-6-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acidHCID 21863450Trifluoroacetic acid methylene chloride

생성물 1

HCID 86604339Nalpha-(4-nitrobenzenesulfonyl)-Nepsilon-(9-fluorenylmethoxycarbonyl)-L-lysine수율 51%

실험 절차

Nα-tert-butoxycarbonyl-Nε-(9-fluorenylmethoxycarbonyl)-L-lysine was deprotected at the α position by treatment with TFA/CH2Cl2 as described in the procedure outlined in example 24 and the resulting trifluoroacetate salt was alkylated with 4-nitrobenzenesulfonyl chloride as described in example 2, affording the title compound in 51% yield.

출처 및 근거

ORD 기록
ord-127337dbb0f04e9d92ef78c7faff48c7
출처 데이터셋
uspto-grants-2002_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06455587B1

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