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Ammonium Chloride → 1,1-Dimethylethyl [2-({[4-(2-methyl-2-oxido-1,2-oxaphospholan-5-yl)phenyl]carbonyl}amino)-4-(2-thienyl)phenyl]carbamate

HRID 1013543
ノート
印刷プレビュー

反応式

HRID 1013543 の反応式
[CH3:1][C:2]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)=[CH:11][C:10]=1[NH:20][C:21]([C:23]1[CH:28]=[CH:27][C:26]([C:29](=O)[CH2:30][CH2:31][P:32]([CH3:37])(=[O:36])[O:33]CC)=[CH:25][CH:24]=1)=[O:22])=[O:7])([CH3:4])[CH3:3].[BH4-].[Na+].[NH4+].[Cl-]>C1COCC1>[CH3:37][P:32]1(=[O:36])[CH2:31][CH2:30][CH:29]([C:26]2[CH:25]=[CH:24][C:23]([C:21]([NH:20][C:10]3[CH:11]=[C:12]([C:15]4[S:16][CH:17]=[CH:18][CH:19]=4)[CH:13]=[CH:14][C:9]=3[NH:8][C:6](=[O:7])[O:5][C:2]([CH3:4])([CH3:1])[CH3:3])=[O:22])=[CH:28][CH:27]=2)[O:33]1
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 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 57925974Ethyl {3-[4-({[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-5-(2-thienyl)phenyl]amino}carbonyl)phenyl]-3-oxopropyl}methylphosphinate

生成物 1

HCID 579260081,1-Dimethylethyl [2-({[4-(2-methyl-2-oxido-1,2-oxaphospholan-5-yl)phenyl]carbonyl}amino)-4-(2-thienyl)phenyl]carbamate

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

Ethyl {3-[4-({[2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-5-(2-thienyl)phenyl]amino}carbonyl)phenyl]-3-oxopropyl}methylphosphinate (0.7 g, 1.258 mmol) was taken up in THF (6 mL) and sodium borohydride (0.052 g, 1.383 mmol) was added before stirring overnight. Saturated NH4Cl was added and the products extracted into EtOAc (×2). The combined organic extracts were dried over MgSO4 and concentrated in vacuo. Purification of the residue by MPLC followed by HPLC gave 1,1-dimethylethyl [2-({[4-(2-methyl-2-oxido-1,2-oxaphospholan-5-yl)phenyl]carbonyl}amino)-4-(2-thienyl)phenyl]carbamate as a white solid. The title compound was obtained as a ˜1:1 mixture of diastereosiomers.

後処理

  1. extractionthe products extracted into EtOAc (×2)
  2. dry with materialThe combined organic extracts were dried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customPurification of the residue by MPLC

出典と根拠

ORDレコード
ord-a92d7ac8ee2245f7a7624748dec090af
出典データセット
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07981874B2

反応ノート

読み込み中…

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