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Cyclohexanemethylamine → (1R,2S)-1 {[(2S,4R)-1-[(1S)-1-(Cyclohexylmethyl-carbamoyl)-2-phenyl-ethylcarbamoyl]4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid

HRID 1822445
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HRID 1822445 반응식
C(O[C:6]([NH:8][C@H:9]([C:17]([OH:19])=O)[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:7])(C)(C)C.C(OC(NC(C(C)(C)C)C(O)=O)=O)(C)(C)C.[CH:36]1([CH2:42][NH2:43])[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1.C(OC(=O)NC(C(=O)NC1C2C(=CC=CC=2)CC1O)C(C)(C)C)(C)(C)C.ClNC(=O)[O-].C([O:77][C:78]([C:80]1([NH:85][C:86]([CH:88]2[CH2:92][CH:91]([O:93][C:94]3[C:103]4[C:98](=[CH:99][C:100]([O:104][CH3:105])=[CH:101][CH:102]=4)[N:97]=[C:96]([C:106]4[CH:111]=[CH:110][CH:109]=[CH:108][CH:107]=4)[CH:95]=3)[CH2:90][N:89]2C(=O)NC(C(=O)NC2C3C(=CC=CC=3)CC2O)C(C)(C)C)=[O:87])[CH2:82][CH:81]1[CH:83]=[CH2:84])=[O:79])C>>[CH:36]1([CH2:42][NH:43][C:17]([C@@H:9]([NH:8][C:6]([N:89]2[CH2:90][C@H:91]([O:93][C:94]3[C:103]4[C:98](=[CH:99][C:100]([O:104][CH3:105])=[CH:101][CH:102]=4)[N:97]=[C:96]([C:106]4[CH:111]=[CH:110][CH:109]=[CH:108][CH:107]=4)[CH:95]=3)[CH2:92][C@H:88]2[C:86]([NH:85][C@:80]2([C:78]([OH:79])=[O:77])[CH2:82][C@H:81]2[CH:83]=[CH2:84])=[O:87])=[O:7])[CH2:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[O:19])[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

7

반응물 6

HCID 76688CyclohexanemethylamineHCID 77857L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-HCID 50468592-{[(Tert-butoxy)carbonyl]amino}-3,3-dimethylbutanoic acidHCID 22035886ChlorocarbamateHCID 68488177[1-(2-Hydroxy-indan-1-ylcarbamoyl)-2,2-dimethyl-propyl]-carbamic acid tert.butyl ester
HCID 68491628
1-{[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 68488115(1R,2S)-1 {[(2S,4R)-1-[(1S)-1-(Cyclohexylmethyl-carbamoyl)-2-phenyl-ethylcarbamoyl]4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid

실험 절차

N-(tert-butoxycarbonyl)-L-phenylalanine was attached to the resin as described for the preparation of compound 16 followed by reaction with cyclohexanemethylamine 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+760.4.

출처 및 근거

ORD 기록
ord-e05eed28e35247ca8f3ef57c59c64229
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07608590B2

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