Methanol → 1-Carbamoyl-2-[4-(2-{4-tert-butyloxycarbonylaminophenyl}ethoxy)phenyl]-1-ethoxyethane

HRID 987129ノート

反応式

HRID 987129 の反応式
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH:25]([O:29][CH2:30][CH3:31])[C:26](O)=[O:27])=[CH:20][CH:19]=2)=[CH:11][CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].F[P-](F)(F)(F)(F)F.[N:39]1(O[P+](N2CCCC2)(N2CCCC2)N2CCCC2)C2C=CC=CC=2N=N1.ClCCl.CO>CN(C=O)C>[C:26]([CH:25]([O:29][CH2:30][CH3:31])[CH2:24][C:21]1[CH:22]=[CH:23][C:18]([O:17][CH2:16][CH2:15][C:12]2[CH:13]=[CH:14][C:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])=[CH:10][CH:11]=2)=[CH:19][CH:20]=1)(=[O:27])[NH2:39]

参加物

6

反応物 4

HCID 887MethanolHCID 6344DichloromethaneHCID 2724699PyBOPHCID 229884463-{4-[2-(4-tert-Butoxycarbonylaminophenyl)ethoxy]phenyl}-2-ethoxypropanoic acid

生成物 1

HCID 229884671-Carbamoyl-2-[4-(2-{4-tert-butyloxycarbonylaminophenyl}ethoxy)phenyl]-1-ethoxyethane収率 88.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

3-{4-[2-(4-tert-Butoxycarbonylamino phenyl}ethoxy]phenyl]-2-ethoxypropanoic acid (1.18 g, 2.75 mmole) and benzotriazol-1-yl-oxytri-pyrrolidinophosphoniumhexafluorophosphate (1.43 g, 2.75 mmole) were dissolved in dry DMF (20 ml). Ammonia gas was bubbled through the mixture for 5 minutes. After stirring at room temperature for 16 hours it was checked using HPLC that all the starting material was consumed. Water was added and extracted three times with ethyl acetate dried with magnesium sulfate and evaporated. The residue was redissolved in dichloromethane and chromatography on silica using a gradient system of dichloromethane:methanol (0-5%) gave 1.04 g (85% yield) of the desired product.

後処理

  1. customAmmonia gas was bubbled through the mixture for 5 minutes
  2. customwas consumed
  3. additionWater was added
  4. extractionextracted three times with ethyl acetate
  5. dry with materialdried with magnesium sulfate
  6. customevaporated
  7. dissolutionThe residue was redissolved in dichloromethane

出典と根拠

ORDレコード
ord-2b7aefd4e38a42a0862be64f64aed055
出典データセット
uspto-grants-2003_10
特許番号
US06630509B2

反応ノート

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