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Tetrahydrofuran → 2-[(R)-3-decanoyloxytetradecanoylamino]ethanol

HRID 1884784
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HRID 1884784 반응식
[C:1]([O:12][C@H:13]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:14][C:15]([OH:17])=O)(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C(Cl)CCl.CI.CC[CH2:37][CH2:38][N+:39](CCCC)(CCCC)CCCC.[F-].C1C[O:56]CC1>>[C:1]([O:12][C@H:13]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:14][C:15]([NH:39][CH2:38][CH2:37][OH:56])=[O:17])(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]
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참가 물질

5

반응물 4

HCID 8028TetrahydrofuranHCID 2724141Tetrabutylammonium FluorideHCID 10810916(R)-3-decanoyloxytetradecanoic acidHCID 86585083Edc-methiodide

생성물 1

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

실험 절차

In the same manner as described in Example 20-(1), 2-amino-1-(t-butyldiphenylsilyloy)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-cdfaf18eb567404aa5d3610e715f4c1e
출처 데이터셋
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06764840B2

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