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

HRID 248844

反応式

HRID 248844 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-5a73f691c0374498be7d2285e48061d9
出典データセット
uspto-grants-1993_05
特許番号
US05212173

関連ノート

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