(S)-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acid → tert-Butyl ((S)-3,3-dimethyl-1-((S)-7-nitro-3-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-1-oxobutan-2-yl)carbamate

HRID 339253노트

반응식

HRID 339253 반응식
[C@H]1(NC([C@@H]2CC3C(=CC(OS(C(F)(F)F)(=O)=O)=CC=3)CN2C(OC(C)(C)C)=O)=O)C2C(=CC=CC=2)CCC1.[N+:39]([C:42]1[CH:51]=[C:50]2[C:45]([CH2:46][C@@H:47]([C:52]([NH:54][C@H:55]3[C:64]4[C:59](=[CH:60][CH:61]=[CH:62][CH:63]=4)[CH2:58][CH2:57][CH2:56]3)=[O:53])[NH:48][CH2:49]2)=[CH:44][CH:43]=1)([O-:41])=[O:40].[C:65]([O:69][C:70]([NH:72][C@@H:73]([C:77]([CH3:80])([CH3:79])[CH3:78])[C:74](O)=[O:75])=[O:71])([CH3:68])([CH3:67])[CH3:66]>>[CH3:78][C:77]([CH3:80])([CH3:79])[C@H:73]([NH:72][C:70](=[O:71])[O:69][C:65]([CH3:68])([CH3:67])[CH3:66])[C:74]([N:48]1[C@H:47]([C:52](=[O:53])[NH:54][C@H:55]2[C:64]3[C:59](=[CH:60][CH:61]=[CH:62][CH:63]=3)[CH2:58][CH2:57][CH2:56]2)[CH2:46][C:45]2[C:50](=[CH:51][C:42]([N+:39]([O-:41])=[O:40])=[CH:43][CH:44]=2)[CH2:49]1)=[O:75]

참가 물질

4

반응물 3

HCID 2734668(S)-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acidHCID 86705865(S)-tert-butyl 3-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-7-(((trifluoromethyl)sulfonyl)oxy)-3,4-dihydroisoquinoline-2(1H)-carboxylateHCID 86705890(S)-7-Nitro-N-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

생성물 1

HCID 86705891tert-Butyl ((S)-3,3-dimethyl-1-((S)-7-nitro-3-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-1-oxobutan-2-yl)carbamate수율 98%

실험 절차

Following a procedure analogous to that for the synthesis of Compound D, (S)-7-nitro-N—((R)-1,2,3,4-tetrahydronaphthalen-1-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (1.69 g, 4.81 mmol) and (S)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoic acid (1.22 g, 5.29 mmol) were converted to the title compound (2.65 g, 98%). MS (ESI+) m/z 565.3 (M+H)+.

출처 및 근거

ORD 기록
ord-83fa76593f0b40fd8232ecc024518a14
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889712B2

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