1,2-Dichloroethane → 1-[4-(Thiazol-5-yl)-phenyl]-4(S)-hydroxy-5(S)-2,5-bis[N-(N-methoxycarbonyl-(L)-iso-leucyl)amino]-6-phenyl-2-azahexane

HRID 1276976ノート

反応式

HRID 1276976 の反応式
[CH3:1][O:2][C:3]([NH:5][C@H:6]([C:11](O)=[O:12])[C@H:7]([CH2:9][CH3:10])[CH3:8])=[O:4].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.[S:28]1[C:32]([C:33]2[CH:38]=[CH:37][C:36]([CH2:39][N:40]([NH2:65])[CH2:41][C@H:42]([OH:64])[C@@H:43]([NH:51][C:52](=[O:63])[C@H:53]([C@H:59]([CH2:61][CH3:62])[CH3:60])[NH:54][C:55]([O:57][CH3:58])=[O:56])[CH2:44][C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)=[CH:35][CH:34]=2)=[CH:31][N:30]=[CH:29]1>CN(C=O)C>[CH3:62][CH2:61][C@@H:59]([C@H:53]([NH:54][C:55]([O:57][CH3:58])=[O:56])[C:52]([NH:51][C@H:43]([C@@H:42]([OH:64])[CH2:41][N:40]([NH:65][C:11]([C@@H:6]([NH:5][C:3]([O:2][CH3:1])=[O:4])[C@H:7]([CH2:9][CH3:10])[CH3:8])=[O:12])[CH2:39][C:36]1[CH:35]=[CH:34][C:33]([C:32]2[S:28][CH:29]=[N:30][CH:31]=2)=[CH:38][CH:37]=1)[CH2:44][C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)=[O:63])[CH3:60]

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 28378062L-Isoleucine, N-(methoxycarbonyl)-HCID 665780011-[4-(thiazol-5-yl)-phenyl]-4(S)-hydroxy-2-amino-5 (S)-N-(N-methoxycarbonyl-(L)-iso-leucyl)amino-6-phenyl-2-azahexane

生成物 1

HCID 4679581-[4-(Thiazol-5-yl)-phenyl]-4(S)-hydroxy-5(S)-2,5-bis[N-(N-methoxycarbonyl-(L)-iso-leucyl)amino]-6-phenyl-2-azahexane

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Analogously to Example 7, 175 mg (0.92 mmol) of N-methoxycarbonyl-(L)-iso-leucine, 332 mg (1.7 mmol) of EDC and 156 mg (1.15 mmol) of HOBT in 2.5 ml of DMF and 483 μl (3.47 mmol) of TEA are reacted with 0.578 mmol of 1-[4-(thiazol-5-yl)-phenyl]-4(S)-hydroxy-2-amino-5(S)-N-(N-methoxycarbonyl-(L)-iso-leucyl)amino-6-phenyl-2-azahexane (Example 11 b) in 5.2 ml of DMF to form the title compound: m.p: 213-21 6° C.; HPLC20-100 : tRet =14.7; FAB MS (M+H)+ =711.

出典と根拠

ORDレコード
ord-57babd0c12864d15a4b09ea4b2ea500a
出典データセット
uspto-grants-2000_12
特許番号
US06166004

反応ノート

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