N,O-bis(trimethylsilyl)acetamide → Ethyl 2-[[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinyl]methyl]-4-methylpentanoate

HRID 1058765노트

반응식

HRID 1058765 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.[CH3:23][CH:24]([CH3:33])[CH2:25][C:26](=[CH2:32])[C:27]([O:29][CH2:30][CH3:31])=[O:28].C/C(/O[Si](C)(C)C)=N\[Si](C)(C)C.C(OCC)(=O)C.O>C(#N)C>[OH:22][P:20]([CH2:32][CH:26]([CH2:25][CH:24]([CH3:23])[CH3:33])[C:27]([O:29][CH2:30][CH3:31])=[O:28])([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)=[O:21]

참가 물질

6

반응물 4

HCID 6913588N,O-bis(trimethylsilyl)acetamideHCID 10909818Ethyl 4-methyl-2-methylenepentanoateHCID 22728543Water ethylacetateHCID 178523200HCID 178523200, 화합물

생성물 1

HCID 10528548Ethyl 2-[[hydroxy[2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinyl]methyl]-4-methylpentanoate수율 81.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 1 g (3.13 mmol) of [2-phenyl-1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinic acid synthesized in 1.4., 2.2 g (14.10 mmol) of ethyl 4-methyl-2-methylenepentanoate and 0.52 ml of N,O-bis(trimethylsilyl)acetamide in 0.27 ml of acetonitrile is stirred at a temperature in the region of 20° C. for 24 hours. 60 ml of a 1/1 ethyl acetate/water mixture are added. The aqueous phase is extracted with ethyl acetate and the combined organic phases are washed with water, dried over sodium sulphate, filtered and evaporated under vacuum. The product is purified by recrystallization from a mixture of ethyl acetate and hexane. 1.21 g of product are recovered (yield=81.3%).

후처리

  1. extractionThe aqueous phase is extracted with ethyl acetate
  2. washthe combined organic phases are washed with water
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated under vacuum
  6. customThe product is purified by recrystallization from a mixture of ethyl acetate and hexane
  7. custom1.21 g of product are recovered (yield=81.3%)

출처 및 근거

ORD 기록
ord-1c38c02e40824d8681cb259986f97b98
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06518260B1

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