tert-Butyl piperazine-1-carboxylate → (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol

HRID 891050

反応式

HRID 891050 の反応式
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([O:11][CH2:12][C@@H:13]([OH:16])[CH2:14]C)=[CH:7][C:5]=2[N:6]=1.[N:17]1(C(OC(C)(C)C)=O)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.FC(F)(F)C(O)=O.C(Cl)Cl>CC(C)=O.C(=O)([O-])[O-].[K+].[K+]>[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([O:11][CH2:12][C@@H:13]([OH:16])[CH2:14][N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[CH:7][C:5]=2[N:6]=1

参加物

6

反応物 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 21863450Trifluoroacetic acid methylene chlorideHCID 69622255(2S)-1-(2-methylbenzothiazol-5-yloxy)butan-2-ol

生成物 1

HCID 58595334(2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 11430Potassium Carbonate溶媒

実験手順

A solution of (2S)-1-(2-methylbenzothiazol-5-yloxy)butan-2-ol, tert butyl piperazinecarboxylate, a compound of formula (5) (2.0 g, 4.9 mmol), and 25% trifluoroacetic acid/methylene chloride (20 ml) was allowed- to stir at room temperature overnight. The solvent was evaporated (in vacuo) to yield an oil. The oil was diluted with acetone (20 ml) and solid potassium carbonate was added until the foaming stopped. The resulting mixture was allowed to stir overnight. The solution was filtered through Celite 512, and the filtrate was evaporated (in vacuo), to yield an oil. The oil was placed under high vacuum overnight, to yield (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol, as a clear viscous oil (3.4 g. 6.3 mmol).

後処理

  1. customThe solvent was evaporated (in vacuo)
  2. customto yield an oil
  3. additionwas added until the foaming
  4. filtrationThe solution was filtered through Celite 512
  5. customthe filtrate was evaporated (in vacuo)
  6. customto yield an oil
  7. customwas placed under high vacuum overnight

出典と根拠

ORDレコード
ord-ae629f88f1d64d689a9a55ca7f320969
出典データセット
uspto-grants-2006_02
特許番号
US07001909B2

関連ノート

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