(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acid → 9H-fluoren-9-ylmethyl [(S)-1-[[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]carbamoyl]pentyl]carbamate

HRID 275611

反応式

HRID 275611 の反応式
[NH2:1][C@@H:2]([CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)[C@@H:3]([OH:9])[C@H:4]([CH:6]1[CH2:8][CH2:7]1)[OH:5].[C:17]([NH:34][C@H:35]([C:40](O)=[O:41])[CH2:36][CH2:37][CH2:38][CH3:39])([O:19][CH2:20][CH:21]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:27]2[C:22]1=[CH:23][CH:24]=[CH:25][CH:26]=2)=[O:18]>>[CH:11]1([CH2:10][C@H:2]([NH:1][C:40]([C@@H:35]([NH:34][C:17](=[O:18])[O:19][CH2:20][CH:21]2[C:33]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:27]3[C:22]2=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:36][CH2:37][CH2:38][CH3:39])=[O:41])[C@@H:3]([OH:9])[C@H:4]([CH:6]2[CH2:8][CH2:7]2)[OH:5])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

参加物

3

反応物 2

HCID 7009636(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acidHCID 14930738(1S,2R,3S)-3-amino-4-cyclohexyl-1-cyclopropyl-1,2-butanediol

生成物 1

HCID 544063829H-fluoren-9-ylmethyl [(S)-1-[[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]carbamoyl]pentyl]carbamate

実験手順

Analogously to the procedure described in Example 1, paragraph (c), by condensing (1S,2R,3S)-3-amino-4-cyclohexyl-1-cyclopropyl-1,2-butanediol and Fmoc-norleucine there was obtained 9H-fluoren-9-ylmethyl [(S)-1-[[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]carbamoyl]pentyl]carbamate which, after reaction with piperidine in methylene chloride, yielded (S)-2-amino-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]hexanamide as a colourless foam, MS: 322 (M-H2)+.

出典と根拠

ORDレコード
ord-c3faf4c9b754448292ebe202019596c6
出典データセット
uspto-grants-1995_02
特許番号
US05393875

関連ノート

読み込み中…