Dicyclohexylcarbodiimide → 4-Hydroxy-benzoic acid [2-(4-hydroxy-phenyl)-1-methoxycarbonyl-ethyl carbamoyl]-methoxycarbonylmethyl ester

HRID 2065438ノート

反応式

HRID 2065438 の反応式
[C:1]([CH2:4][O:5][C:6](=[O:14])[C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)([OH:3])=[O:2].[CH3:15][O:16][C:17](=[O:32])[CH:18]([NH:27][C:28](=[O:31])CO)[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1.[CH:33]1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[OH:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][CH:18]([NH:27][C:28]([CH:4]([O:5][C:6](=[O:14])[C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)[C:1]([O:3][CH3:33])=[O:2])=[O:31])[C:17]([O:16][CH3:15])=[O:32])=[CH:21][CH:22]=1

参加物

5

反応物 3

HCID 10868DicyclohexylcarbodiimideHCID 58427513Benzoic acid, 4-hydroxy-, carboxymethyl esterHCID 588958052-(2-Hydroxy-acetylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester

生成物 1

HCID 671882054-Hydroxy-benzoic acid [2-(4-hydroxy-phenyl)-1-methoxycarbonyl-ethyl carbamoyl]-methoxycarbonylmethyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 4-hydroxy-benzoic acid carboxymethyl ester 16 (11.8 grams, 60.20 mmol) and 2-(2-hydroxy-acetylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester 3 (15.23 grams, 60.19 mmol) in anhydrous dichloro methane (100 mL) under a nitrogen atmosphere at 0° C. is added to a solution of 1,3-dicyclohexyl carbodiimide (31 grams, 150.24 mmol) in dichloro methane (75 mL) drop wise. The mixture is stirred at room temperature for 6 hours. The resulting solids are filtered off. The organic phase is washed with 5% sodium bicarbonate (2×25 mL) and water (2×25 mL), dried over sodium sulphate, and distilled to give crude 17 which can be purified in an appropriate solvent.

後処理

  1. filtrationThe resulting solids are filtered off
  2. washThe organic phase is washed with 5% sodium bicarbonate (2×25 mL) and water (2×25 mL)
  3. dry with materialdried over sodium sulphate
  4. distillationdistilled
  5. customto give crude 17 which
  6. customcan be purified in an appropriate solvent

出典と根拠

ORDレコード
ord-33e8fdfba4534781982059394d14665c
出典データセット
uspto-grants-2012_10
特許番号
US08288505B2

反応ノート

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