Benzyl 2-(di-tert-butoxyphosphoryloxy)ethylcarbamate → 2-Aminoethyl di(tert-butyl) phosphate

HRID 2238447

反応式

HRID 2238447 の反応式
[C:1]([O:5][P:6]([O:13][CH2:14][CH2:15][NH:16]C(=O)OCC1C=CC=CC=1)([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[P:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])([O:8][C:9]([CH3:10])([CH3:12])[CH3:11])([O:13][CH2:14][CH2:15][NH2:16])=[O:7]

参加物

4

反応物 1

HCID 68635482Benzyl 2-(di-tert-butoxyphosphoryloxy)ethylcarbamate

生成物 1

HCID 862404572-Aminoethyl di(tert-butyl) phosphate収率 79%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A solution of 225 (1.17 g, 3.02 mmol) in MeOH (30 mL) with Pd/C (5%, 0.21 g) was hydrogenated at 50 psi for 2.5 h. The mixture was filtered through Celite, washing with MeOH, and the filtrate was evaporated. The residue was dissolved in CH2Cl and the solution was filtered once more, then evaporated to give 2-aminoethyl di(tert-butyl) phosphate (226) (604 mg, 79%) as a colourless oil: 1H NMR [CDCl3] δ 4.01-3.94 (m, 2H), 2.96-2.90 (m, 2H), 1.58 (br s, 2H), 1.49 (s, 18H). HRMS (FAB) calcd. for C10H25NO4P (MH+) m/z 254.1521, found 254.1519.

後処理

  1. filtrationThe mixture was filtered through Celite
  2. washwashing with MeOH
  3. customthe filtrate was evaporated
  4. dissolutionThe residue was dissolved in CH2Cl
  5. filtrationthe solution was filtered once more
  6. customevaporated

出典と根拠

ORDレコード
ord-1822e72c026842a18ad49259fc79ee86
出典データセット
uspto-grants-2010_05
特許番号
US07718688B2

関連ノート

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