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2-{[(Tert-butoxy)carbonyl]amino}-3,3-dimethylbutanoic acid → (1r,2s)-1-{[(2s,4r)-1-[(1S)-1-((1s,2r)-2-hydroxy-indan-1-ylcarbamoyl)-3-phenyl-propylcarbamoyl]-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid

HRID 1822446
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HRID 1822446 반응식
C(OC(NC(C(C)(C)C)C(O)=O)=O)(C)(C)C.C1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C@H](N)[C@@H]1O.C(O[C:33](=[O:53])[NH:34][CH:35]([C:40](=[O:52])[NH:41][CH:42]1[C:50]2[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=2)[CH2:44][CH:43]1[OH:51])[C:36]([CH3:39])(C)C)(C)(C)C.ClNC(=O)[O-].C([O:61][C:62]([C:64]1([NH:69][C:70]([CH:72]2[CH2:76][CH:75]([O:77][C:78]3[C:87]4[C:82](=[CH:83][C:84]([O:88][CH3:89])=[CH:85][CH:86]=4)[N:81]=[C:80]([C:90]4[CH:95]=[CH:94][CH:93]=[CH:92][CH:91]=4)[CH:79]=3)[CH2:74][N:73]2C(=O)NC(C(=O)NC2C3C(=CC=CC=3)CC2O)C(C)(C)C)=[O:71])[CH2:66][CH:65]1[CH:67]=[CH2:68])=[O:63])C>>[OH:51][C@@H:43]1[CH2:44][C:45]2[C:50](=[CH:49][CH:48]=[CH:47][CH:46]=2)[C@@H:42]1[NH:41][C:40]([C@@H:35]([NH:34][C:33]([N:73]1[CH2:74][C@H:75]([O:77][C:78]2[C:87]3[C:82](=[CH:83][C:84]([O:88][CH3:89])=[CH:85][CH:86]=3)[N:81]=[C:80]([C:90]3[CH:95]=[CH:94][CH:93]=[CH:92][CH:91]=3)[CH:79]=2)[CH2:76][C@H:72]1[C:70]([NH:69][C@:64]1([C:62]([OH:63])=[O:61])[CH2:66][C@H:65]1[CH:67]=[CH2:68])=[O:71])=[O:53])[CH2:36][CH2:39][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:52]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 50468592-{[(Tert-butoxy)carbonyl]amino}-3,3-dimethylbutanoic acidHCID 9866743(1S,2R)-(-)-1-Amino-2-indanolHCID 22035886ChlorocarbamateHCID 68488177[1-(2-Hydroxy-indan-1-ylcarbamoyl)-2,2-dimethyl-propyl]-carbamic acid tert.butyl esterHCID 684916281-{[1-[1-(2-Hydroxy-indan-1-ylcarbamoyl)-2,2-dimethyl-propylcarbamoyl]-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid ethyl ester

생성물 1

HCID 68496226(1r,2s)-1-{[(2s,4r)-1-[(1S)-1-((1s,2r)-2-hydroxy-indan-1-ylcarbamoyl)-3-phenyl-propylcarbamoyl]-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid

실험 절차

N-(tert.butoxycarbonyl)-L-phenethylglycine was attached to the resin as described for the preparation of compound 16 followed by reaction with (1S,2R)-cis-1-amino-2-indanol as described for the preparation of 17 and removal of the Boc group as described for 18. The afforded compound was then reacted with the chlorocarbamate achieved from 12 as described for the preparation of 13 which gave the title compound. Purity by HPLC>95%. M+H+810.4.

출처 및 근거

ORD 기록
ord-a622cef8ac2448d49cdab7316a3f2ea5
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07608590B2

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