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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
ノート
印刷プレビュー

反応式

HRID 1822445 の反応式
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
参加物実験手順出典と根拠反応ノート

参加物

7

反応物 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

生成物 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

実験手順

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.

出典と根拠

ORDレコード
ord-e05eed28e35247ca8f3ef57c59c64229
出典データセット
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07608590B2

反応ノート

読み込み中…

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