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

HRID 2090581노트

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HRID 2090581 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d3933b9c491f4493bcbcc7aa132873a1
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436201B2

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