Diisopropylethylamine → N-[N-(2-Heptenoyl)-3,5-difluoro-L-phenylalanyl]cyclo(Ser*-Pro-L-Pip-Ala-4beta-methyl-Pro-)

HRID 751768

反応式

HRID 751768 の反応式
FC(F)(F)C([O-])=O.[F:8][C:9]1[CH:10]=[C:11]([CH2:16][C@H:17]([NH3+:54])[C:18](=[O:53])[NH:19][C@H:20]2[CH2:45][O:44][C:43](=[O:46])[C@H:42]3[N:38]([CH2:39][C@H:40]([CH3:47])[CH2:41]3)[C:37](=[O:48])[C@H:36]([CH3:49])[NH:35][C:34](=[O:50])[C@H:33]3[N:28]([CH2:29][CH2:30][CH2:31][CH2:32]3)[C:27](=[O:51])[C@H:26]3[N:22]([CH2:23][CH2:24][CH2:25]3)[C:21]2=[O:52])[CH:12]=[C:13]([F:15])[CH:14]=1.[C:55](O)(=[O:62])/[CH:56]=[CH:57]/[CH2:58][CH2:59][CH2:60][CH3:61].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)C(C)C)C>C(#N)C.O.CN(C)C=O>[F:15][C:13]1[CH:12]=[C:11]([CH2:16][C@H:17]([NH:54][C:55](=[O:62])/[CH:56]=[CH:57]/[CH2:58][CH2:59][CH2:60][CH3:61])[C:18](=[O:53])[NH:19][C@H:20]2[CH2:45][O:44][C:43](=[O:46])[C@H:42]3[N:38]([CH2:39][C@H:40]([CH3:47])[CH2:41]3)[C:37](=[O:48])[C@H:36]([CH3:49])[NH:35][C:34](=[O:50])[C@H:33]3[N:28]([CH2:29][CH2:30][CH2:31][CH2:32]3)[C:27](=[O:51])[C@H:26]3[N:22]([CH2:23][CH2:24][CH2:25]3)[C:21]2=[O:52])[CH:10]=[C:9]([F:8])[CH:14]=1

参加物

7

反応物 4

HCID 81531Diisopropylethylamine2 回HCID 52827092-Heptenoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 86598033(S)-2-(3,5-Difluorophenyl)-1-((3S,9S,13S,15R,19S,22S)-15, 19-Dimethyl-2,8,12,18,21-pentaoxo-11-oxa-1,7,17,20-tetraaza-tetracyclo[20.4.0.03,7.013,17]hexacos-9-ylcarbamoyl)-ethylammonium 2,2,2-trifluoroacetate

生成物 1

HCID 11679386N-[N-(2-Heptenoyl)-3,5-difluoro-L-phenylalanyl]cyclo(Ser*-Pro-L-Pip-Ala-4beta-methyl-Pro-)

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 18373917Acetonitrile--water (1/1)溶媒

実験手順

101.5 mg (0.13 mmol) of the compound from example 29A and 23.0 mg (0.17 mmol) of trans-2-heptenoic acid are introduced under argon into anhydrous dimethylformamide (2 ml) at 0° C. and then 65.0 mg (0.17 mmol) of HATU and 0.025 ml (0.14 mmol) of ethyldiisopropylamine are added. After 30 min, a further 0.05 ml (0.29 mmol) of ethyldiisopropylamine are added to the reaction mixture. The reaction mixture is stirred overnight with slow warming to RT. The reaction solution is subjected directly to an RP-HPLC using acetonitrile/water as eluent. In the course of this, 63 mg (62% of th.) of a colorless solid are obtained.

後処理

  1. customIn the course of this, 63 mg (62% of th.) of a colorless solid are obtained

出典と根拠

ORDレコード
ord-7124a5e3e5414e6c9a84f8113aefb998
出典データセット
uspto-grants-2008_07
特許番号
US07405201B2

関連ノート

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