Triethylamine → (S)-1-Boc-3-isopropylpiperazine

HRID 25850

反応式

HRID 25850 の反応式
[CH:1]([C@H:4]1[CH2:9][NH:8][CH2:7][CH2:6][NH:5]1)([CH3:3])[CH3:2].[CH3:10][C:11]([O:14][C:15](ON=C(C1C=CC=CC=1)C#N)=[O:16])([CH3:13])[CH3:12].C(N(CC)CC)C.C(Cl)Cl.CO>O1CCOCC1.O>[C:11]([O:14][C:15]([N:8]1[CH2:7][CH2:6][NH:5][C@@H:4]([CH:1]([CH3:3])[CH3:2])[CH2:9]1)=[O:16])([CH3:13])([CH3:12])[CH3:10]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 938652-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile2 回HCID 15023839(S)-2-IsopropylpiperazineHCID 21226129Dichloromethane methanol

生成物 1

HCID 24820348(S)-1-Boc-3-isopropylpiperazine収率 74.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒

実験手順

341 mg (2.66 mmol) 2-(S)-Isopropyl-piperazine (84) and 657 mg (2.67 mmol, 1.00 eq.) BOC-ON© (2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile) were dissolved in 20 ml 1,4-dioxane and 20 ml water. After adding 2.04 ml (14.64 mmol, 5.50 eq.) triethylamine the solution was stirred at r.t. for 24 h. Then the mixture was added to water and extracted with EtOAc. The comb. org. fractions were washed with brine, dried over Na2SO4 and evaporated. Column chromatography (CH2Cl2/MeOH (3+1)) yielded 454.9 mg (1.99 mmol, 74.90%) 3-(S)-Isopropyl-piperazine-1-carboxylic acid tert-butyl ester (85) as a clear oil.

後処理

  1. extractionextracted with EtOAc
  2. washfractions were washed with brine
  3. dry with materialdried over Na2SO4
  4. customevaporated

出典と根拠

ORDレコード
ord-d95c0cf80dc140a8b7f0457decee3580
出典データセット
uspto-grants-2005_02
特許番号
US06858600B2

関連ノート

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