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Methyl 2-benzylprop-2-enoate → Methyl 3-[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl)amino]ethyl]phosphinyl]-2-(phenylmethyl)propanoate

HRID 1058759
ノート
印刷プレビュー

反応式

HRID 1058759 の反応式
[C:1]1([CH2:7][CH:8]([PH:20](=[O:22])[OH:21])[NH:9][C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:23]=[C:24]([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:25]([O:27][CH3:28])=[O:26].C/C(/O[Si](C)(C)C)=N\[Si](C)(C)C>C(OCC)(=O)C.O>[OH:22][P:20]([CH:8]([NH:9][C:10]([O:12][CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:11])[CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([CH2:23][CH:24]([CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[C:25]([O:27][CH3:28])=[O:26])=[O:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 575761Methyl 2-benzylprop-2-enoateHCID 6913588N,O-bis(trimethylsilyl)acetamideHCID 178523200HCID 178523200、化合物

生成物 1

HCID 18668709Methyl 3-[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl)amino]ethyl]phosphinyl]-2-(phenylmethyl)propanoate収率 67%

試薬・触媒・溶媒 1

HCID 22728543Water ethylacetate溶媒

実験手順

A solution of 1 g (3.31 mmol) of [2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinic acid, 0.66 g (3.75 mmol) of methyl α-methylenebenzenepropanoate and 3.1 ml of N,O-bis(trimethylsilyl)acetamide is maintained at 60° C. for 24 hours. After cooling, 60 ml of a 1/1 ethyl acetate/water mixture are added. The aqueous phase is extracted with ethyl acetate. The combined organic phases are washed with water, dried over sodium sulphate, filtered and evaporated under vacuum. The residue is purified by recrystallization from a mixture of ethyl acetate and hexane. 1.04 g of product are recovered (yield=67%).

後処理

  1. temperatureAfter cooling
  2. extractionThe aqueous phase is extracted with ethyl acetate
  3. washThe combined organic phases are washed with water
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. customevaporated under vacuum
  7. customThe residue is purified by recrystallization from a mixture of ethyl acetate and hexane
  8. custom1.04 g of product are recovered (yield=67%)

出典と根拠

ORDレコード
ord-10c79680e9874e4a8e26863ccc2de203
出典データセット
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06518260B1

反応ノート

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