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Triethylamine → HCID 57637044、化合物

HRID 1804559
ノート
印刷プレビュー

反応式

HRID 1804559 の反応式
[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][C:14]([OH:16])=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.CN(C)CCCN=C=NCC.OC1C2N=NNC=2C=CC=1.C(N(CC)CC)C.[NH2:46][CH2:47][CH:48]([OH:52])[CH:49]([CH3:51])[CH3:50]>ClCCl>[OH:52][CH:48]([CH:49]([CH3:51])[CH3:50])[CH2:47][NH:46][C:14]([CH2:13][CH2:12][NH:11][C:9](=[O:10])[O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 8471TriethylamineHCID 75313N-Benzyloxycarbonyl-beta-alanineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 223486411-Amino-3-methylbutan-2-olHCID 178418300HCID 178418300、化合物

生成物 1

HCID 57637044HCID 57637044、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

46.00 g (206.07 mmol) 3-benzyloxycarbonylamino-propionic acid, 51.37 g (267.95 mmol) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 27.85 g (206.07 mmol) hydroxybenzotriazole (HOBT) and 37.14 ml (267.95 mmol) triethylamine are placed in 700 ml dichloromethane, the mixture is stirred for 0.5 hours at 0°, then 23.70 g (229.73 mmol) 1-amino-3-methyl-butan-2-ol are added. The reaction mixture is stirred for 16 hours at ambient temperature. Then it is extracted with potassium carbonate solution and dichloromethane. The organic phase is washed with 1 molar sodium hydroxide solution, dried and evaporated to dryness. The residue is extracted with diethyl ether, then recrystallised with acetonitrile.

後処理

  1. stirringThe reaction mixture is stirred for 16 hours at ambient temperature
  2. extractionThen it is extracted with potassium carbonate solution and dichloromethane
  3. washThe organic phase is washed with 1 molar sodium hydroxide solution
  4. customdried
  5. customevaporated to dryness
  6. extractionThe residue is extracted with diethyl ether
  7. customrecrystallised with acetonitrile

出典と根拠

ORDレコード
ord-8b5331ef80404a6297d837d94f8b4472
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08354418B2

反応ノート

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