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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
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HRID 1058759 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 22728543Water ethylacetate
용매

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-10c79680e9874e4a8e26863ccc2de203
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06518260B1

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