Potassium Carbonate → (2S)-3-cyclohexyl-2-{[2-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl]amino}propan-1-ol

HRID 2383074ノート

反応式

HRID 2383074 の反応式
Cl[CH2:2][C:3]([N:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]1[CH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)=[O:4].C(=O)([O-])[O-].[K+].[K+].Cl.[NH2:28][C@@H:29]([CH2:32][CH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1)[CH2:30][OH:31].[Cl-].[NH4+]>C(#N)C>[CH:33]1([CH2:32][C@H:29]([NH:28][CH2:2][C:3]([N:5]2[CH2:14][CH2:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]2[CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:4])[CH2:30][OH:31])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 16212813(2S)-2-amino-3-cyclohexylpropan-1-ol hydrochlorideHCID 675372192-(Chloroacetyl)-1-cyclohexyl-1,2,3,4-tetrahydroisoquinoline

生成物 1

HCID 59396522(2S)-3-cyclohexyl-2-{[2-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl]amino}propan-1-ol収率 24.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

To a solution of 2-(chloroacetyl)-1-cyclohexyl-1,2,3,4-tetrahydroisoquinoline (12 mg) in acetonitrile (0.5 mL) were added potassium carbonate (3 mg) and (S)-(+)-2-amino-3-cyclohexyl-1-propanol hydrochloride (15 mg), followed by stirring at 80° C. for 4 hours. Thereafter, a saturated aqueous ammonium chloride solution was added to the reaction liquid, followed by extraction with chloroform. The solvent was evaporated and the resulting residue was purified by preparative HPLC to obtain (2S)-3-cyclohexyl-2-{[2-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl]amino}propan-1-ol (4.1 mg).

後処理

  1. extractionfollowed by extraction with chloroform
  2. customThe solvent was evaporated
  3. customthe resulting residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-310254a4ff5a409fafc0cbb4379920d4
出典データセット
uspto-grants-2012_09
特許番号
US08263607B2

反応ノート

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