Potassium Carbonate → (2R,5S)-4-Benzyloxycarbonylmethyl-2-methyl-5-((R)-3-methyl-morpholin-4-ylmethyl)-piperazine-1-carboxylic acid tert-butyl ester

HRID 1475483ノート

反応式

HRID 1475483 の反応式
Br[CH2:2][C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4].C([O-])([O-])=O.[K+].[K+].[C:19]([O:23][C:24]([N:26]1[CH2:31][C@H:30]([CH2:32][N:33]2[CH2:38][CH2:37][O:36][CH2:35][C@H:34]2[CH3:39])[NH:29][CH2:28][C@H:27]1[CH3:40])=[O:25])([CH3:22])([CH3:21])[CH3:20]>C(#N)C>[C:19]([O:23][C:24]([N:26]1[CH2:31][C@H:30]([CH2:32][N:33]2[CH2:38][CH2:37][O:36][CH2:35][C@H:34]2[CH3:39])[N:29]([CH2:2][C:3]([O:5][CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:4])[CH2:28][C@H:27]1[CH3:40])=[O:25])([CH3:22])([CH3:20])[CH3:21]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 62576Benzyl bromoacetateHCID 70980298(2R,5S)-tert-butyl 2-methyl-5-(((R)-3-methylmorpholino)methyl)piperazine-1-carboxylate

生成物 1

HCID 86724031(2R,5S)-4-Benzyloxycarbonylmethyl-2-methyl-5-((R)-3-methyl-morpholin-4-ylmethyl)-piperazine-1-carboxylic acid tert-butyl ester収率 86.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Benzyl bromoacetate (25.2 mL, 126 mmol) and K2CO3 (50 g, 389 mmol) were added to a solution of (2R,5S)-2-methyl-5-((R)-3-methyl-morpholin-4-ylmethyl)-piperazine-1-carboxylic acid tert-butyl ester (30.5 g, 97.4 mmol) in acetonitrile (300 mL) and the reaction was stirred at room temperature for 18 h. The solid was removed by filtration and the solvent was removed in vacuo. The crude material was purified by chromatography using a pad of silica eluting with EtOAc/Petrol (1/9 to 4/6) to give the title compound (39 g). MS: [M+H]+=462.

後処理

  1. customThe solid was removed by filtration
  2. customthe solvent was removed in vacuo
  3. customThe crude material was purified by chromatography

出典と根拠

ORDレコード
ord-69e879c5571a42a29780861834cabf02
出典データセット
uspto-grants-2015_04
特許番号
US09018214B2

反応ノート

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