Dicyclohexylcarbodiimide → N-(2-diethylaminoethyl)-N-(ethyl)-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)acetamide

HRID 248844

반응식

HRID 248844 반응식
[CH3:1][C@@H:2]1[CH2:7][CH2:6][C@@H:5]([CH:8]([CH3:10])[CH3:9])[C@H:4]([O:11][CH2:12][C:13]([OH:15])=O)[CH2:3]1.[CH2:16]([N:18]([CH2:24][CH3:25])[CH2:19][CH2:20][NH:21][CH2:22][CH3:23])[CH3:17].C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[CH2:16]([N:18]([CH2:24][CH3:25])[CH2:19][CH2:20][N:21]([CH2:22][CH3:23])[C:13](=[O:15])[CH2:12][O:11][C@H:4]1[C@H:5]([CH:8]([CH3:9])[CH3:10])[CH2:6][CH2:7][C@@H:2]([CH3:1])[CH2:3]1)[CH3:17]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 66040TriethylethylenediamineHCID 70188612-[[(1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl]oxy]acetic acid

생성물 1

HCID 57193064N-(2-diethylaminoethyl)-N-(ethyl)-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)acetamide수율 60.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5.0 g of ((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)acetic acid were dissolved in 100 ml of tetrahydrofuran. 3.4 g (=4.2 ml) of N,N,N'-triethylethylenediamine and 5.3 g of dicyclohexylcarbodiimide were added to the solution, and the reaction mixture was stirred at room temperature for 24 hours. The mixture was worked up by concentrating it under reduced pressure. The remaining residue was purified by chromatography on silica gel using dichloromethane/methanol as the eluent. 4.8 g of N-(2- diethylaminoethyl)-N-(ethyl)-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)acetamide were obtained.

후처리

  1. concentrationby concentrating it under reduced pressure
  2. customThe remaining residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-5a73f691c0374498be7d2285e48061d9
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05212173

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