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

HRID 751768
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HRID 751768 반응식
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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 81531Diisopropylethylamine2회HCID 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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 18373917Acetonitrile--water (1/1)용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-7124a5e3e5414e6c9a84f8113aefb998
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07405201B2

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