Ethanol → (S)-3-[[[2-phthalimido-3-phenylpropyl]ethoxyphosphinyl]amino]-2-oxo-1-piperidineacetic acid, ethyl ester

HRID 1285474ノート

反応式

HRID 1285474 の反応式
[C:1]1(=[O:24])[N:5]([CH:6]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7][P:8](=[O:11])([OH:10])O)[C:4](=[O:19])[C:3]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:2]12.P(Cl)(Cl)(Cl)(Cl)Cl.[CH2:31](O)[CH3:32].C(N(CC)CC)C.[NH2:41][C@H:42]1[CH2:47][CH2:46][CH2:45][N:44]([CH2:48][C:49]([O:51][CH2:52][CH3:53])=[O:50])[C:43]1=[O:54]>C1C=CC=CC=1.C(Cl)Cl>[C:4]1(=[O:19])[N:5]([CH:6]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7][P:8]([NH:41][C@H:42]2[CH2:47][CH2:46][CH2:45][N:44]([CH2:48][C:49]([O:51][CH2:52][CH3:53])=[O:50])[C:43]2=[O:54])([O:10][CH2:31][CH3:32])=[O:11])[C:1](=[O:24])[C:2]2=[CH:23][CH:22]=[CH:21][CH:20]=[C:3]12

参加物

8

反応物 5

HCID 702EthanolHCID 8471TriethylamineHCID 24819Phosphorus pentachlorideHCID 13556450(S)-3-Amino-2-oxo-1-piperidineacetic acid, Ethyl esterHCID 13556465(2-Phthalimido-3-phenylpropyl)phosphonic acid

生成物 1

HCID 86740219(S)-3-[[[2-phthalimido-3-phenylpropyl]ethoxyphosphinyl]amino]-2-oxo-1-piperidineacetic acid, ethyl ester

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 6344Dichloromethane溶媒

実験手順

A suspension of (2-phthalimido-3-phenylpropyl)phosphonic acid in dry benzene is treated with phosphorus pentachloride and stirred at room temperature under argon for an hour. The mixture is then refluxed for 15 minutes, cooled and evaporated to dryness to room temperature (0.5 mm. of Hg). The residue is taken up in dry methylene chloride and reacted successively with a mixture of ethanol (1 eq.) and triethylamine (1 eq.) in methylene chloride and (S)-3-amino-2-oxopiperidineacetic acid, ethyl ester according to the procedure of Example 1(g). Work up of the reaction mixture according to the procedure of Example 1(g) yields (S)-3-[[[2-phthalimido-3-phenylpropyl]ethoxyphosphinyl]amino]-2-oxo-1-piperidineacetic acid, ethyl ester.

後処理

  1. temperatureThe mixture is then refluxed for 15 minutes
  2. temperaturecooled
  3. customevaporated to dryness to room temperature (0.5 mm. of Hg)

出典と根拠

ORDレコード
ord-abca0688543644e49758f332ba7561a1
出典データセット
uspto-grants-1986_01
特許番号
US04567167

反応ノート

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