N-[Nalpha-(3-hexadecanoyloxyoctadecanoyl)-Nepsilon-benzyloxycarbonyl-L-lysyl]-L-threonine → N-[N-(3-hexadecanoyloxyoctadecanoyl)-L-lysyl]-L-threonine
반응식
[C:1]([O:18][CH:19]([CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH3:64])[CH2:20][C:21]([NH:23][C@H:24]([C:40]([NH:42][C@H:43]([C:47]([OH:49])=[O:48])[C@@H:44]([CH3:46])[OH:45])=[O:41])[CH2:25][CH2:26][CH2:27][CH2:28][NH:29]C(OCC1C=CC=CC=1)=O)=[O:22])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>O1CCCC1.[Pd]>[C:1]([O:18][CH:19]([CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH3:64])[CH2:20][C:21]([NH:23][C@H:24]([C:40]([NH:42][C@H:43]([C:47]([OH:49])=[O:48])[C@@H:44]([CH3:46])[OH:45])=[O:41])[CH2:25][CH2:26][CH2:27][CH2:28][NH2:29])=[O:22])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]참가 물질
4
실험 절차
N-[Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysyl]-L-threonine (2.4 g) prepared by the method of Example 40 was dissolved in tetrahydrofuran (30 ml), and palladium black (0.3 g) added thereto. The mixture was subjected to catalytic hydrogenation at atmospheric pressure. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel. Elution with a mixture of chloroform and methanol (50:1) afford powder of N-[N-(3-hexadecanoyloxyoctadecanoyl)-L-lysyl]-L-threonine (1.3 g).
후처리
- filtrationThe reaction mixture was filtered
- concentrationthe filtrate was concentrated under reduced pressure
- customThe residue was purified by column chromatography on silica gel
- washElution
- additionwith a mixture of chloroform and methanol (50:1)
출처 및 근거
- ORD 기록
- ord-9dbe2c0ad1e249e9ba4aaa7c4e69ccff
- 출처 데이터셋
- uspto-grants-1987_02
- 특허 번호
- US04643990
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