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Methyl iodide → 2-[(R)-3-decanoyloxytetradecanoylamino]ethanol

HRID 277594
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HRID 277594 반응식
[NH2:1][CH2:2][CH2:3][O:4][Si](C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.[C:22]([O:33][C@H:34]([CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49])[CH2:35][C:36]([OH:38])=O)(=[O:32])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].CI.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1.C(Cl)CCl>[C:22]([O:33][C@H:34]([CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49])[CH2:35][C:36]([NH:1][CH2:2][CH2:3][OH:4])=[O:38])(=[O:32])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]
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참가 물질

7

반응물 4

HCID 6328Methyl iodideHCID 2724141Tetrabutylammonium FluorideHCID 10810916(R)-3-decanoyloxytetradecanoic acidHCID 110010432-(t-Butyldiphenylsilyloxy)ethylamine

생성물 1

HCID 537397632-[(R)-3-decanoyloxytetradecanoylamino]ethanol수율 81%

시약·촉매·용매 2

HCID 11
1,2-Dichloroethane
용매
HCID 8028Tetrahydrofuran용매

실험 절차

In the same manner as described in Example 20-(1), 2-amino-1-(t-butyldiphenylsilyloxy)ethane (450 mg, 1.5 mmol) was acylated with (R)-3-decanoyloxytetradecanoic acid (600 mg, 1.5 mmol) in the presence of EDC.MeI (594 mg, 2.0 mmol) and then deprotected with TBAF (1.0 M in THF, 2.5 mL, 2.5 mmol) in THF (10 mL) to afford 488 mg (81%) of 2-[(R)-3-decanoyloxytetradecanoylamino]ethanol as an off-white solid.

출처 및 근거

ORD 기록
ord-4de7d2e674c04d50a464d6f58744d887
출처 데이터셋
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06355257B1

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