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

HRID 1058765ノート

反応式

HRID 1058765 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.[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-1c38c02e40824d8681cb259986f97b98
出典データセット
uspto-grants-2003_02
特許番号
US06518260B1

反応ノート

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