Dicyclohexylcarbodiimide → HCID 178446735、化合物

HRID 1252841ノート

反応式

HRID 1252841 の反応式
[C:1]1([CH2:7][O:8][C:9]([NH:11][CH:12]([PH:17](=[O:19])[OH:18])[CH2:13][CH2:14][CH2:15][CH3:16])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O[C@@H:21]([CH3:39])[C:22]([N:24]1[CH2:38][CH2:37][CH2:36][C@H:25]1[C:26]([O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:27])=[O:23].C1(N=C=NC2CCCCC2)CCCCC1.CN(C1C=CC=CN=1)C>O1CCCC1>[C:1]1([CH2:7][O:8][C:9]([NH:11][CH:12]([PH:17]([O:18][CH:21]([CH3:39])[C:22]([N:24]2[CH2:38][CH2:37][CH2:36][C@H:25]2[C:26]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[O:27])=[O:23])=[O:19])[CH2:13][CH2:14][CH2:15][CH3:16])=[O:10])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 4

HCID 10868DicyclohexylcarbodiimideHCID 218852-DimethylaminopyridineHCID 133352881-[(S)-2-Hydroxy-1-oxopropyl]-L-proline, phenylmethyl esterHCID 178446733HCID 178446733、化合物

生成物 1

HCID 178446735HCID 178446735、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 1-[[(phenylmethoxy)carbonyl]amino]pentylphosphinic acid (490 mg., 1.72 mmole) and 1-[(S)-2-hydroxy-1-oxopropyl]-L-proline, phenylmethyl ester (255 mg., 0.92 mmole) in dry tetrahydrofuran (5 ml.) is treated with dicyclohexylcarbodiimide (285 mg., 1.38 mmole) and dimethylaminopyridine (50 mg.) and stirred at room temperature for 2.5 hours. The mixture is filtered, diluted with ethyl acetate, and washed successively with 5% potassium bisulfate, saturated sodium bicarbonate, and saturated sodium chloride solutions, dried over sodium sulfate, and evaporated to give crude (S)-1-[2-[[[1-[[(phenylmethoxy)carbonyl]amino]pentyl]phosphinyl]oxy]-1-oxopropyl]-L-proline, phenylmethyl ester.

後処理

  1. filtrationThe mixture is filtered
  2. additiondiluted with ethyl acetate
  3. washwashed successively with 5% potassium bisulfate, saturated sodium bicarbonate, and saturated sodium chloride solutions
  4. dry with materialdried over sodium sulfate
  5. customevaporated

出典と根拠

ORDレコード
ord-2232f2c2c60d4618b5cdcd7f3c5f988b
出典データセット
uspto-grants-1988_05
特許番号
US04745196

反応ノート

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