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1-Hydroxybenzotriazole → HCID 67460156、化合物

HRID 554827
ノート
印刷プレビュー

反応式

HRID 554827 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:28][CH3:29])=[C:6]([CH:27]=1)[CH2:7][C@@H:8]([CH2:12][NH:13][CH2:14][C:15]1[C:20]([O:21][CH3:22])=[CH:19][C:18]([O:23][CH3:24])=[CH:17][C:16]=1[O:25][CH3:26])[C:9]([OH:11])=O.Cl.C([O:33][C:34](=[O:37])[CH2:35][NH2:36])C.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC>C(#N)C.C(N(CC)CC)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:28][CH3:29])=[C:6]([CH:27]=1)[CH2:7][C@@H:8]([CH2:12][NH:13][CH2:14][C:15]1[C:16]([O:25][CH3:26])=[CH:17][C:18]([O:23][CH3:24])=[CH:19][C:20]=1[O:21][CH3:22])[C:9]([NH:36][CH2:35][C:34]([OH:37])=[O:33])=[O:11]
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 4

HCID 757711-HydroxybenzotriazoleHCID 2723640Glycine ethyl ester, hydrochlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 67458340HCID 67458340、化合物

生成物 1

HCID 67460156HCID 67460156、化合物

試薬・触媒・溶媒 2

HCID 6342
Acetonitrile
溶媒
HCID 8471Triethylamine溶媒

実験手順

To a solution of (2S)-2-(5-chloro-2-methoxybenzyl)-3-[(2,4,6-trimethoxybenzyl)amino]propionic acid (1g) in acetonitrile (10 ml), glycine ethyl ester hydrochloride (345 mg), 1-hydroxy benzotriazole (478 mg), and triethylamine (0.35 ml) were added at room temperature, and the mixture was stirred at room temperature for 40 minutes. At room temperature, N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (678 mg) was added to the reaction solution, and the mixture was stirred for 3 hours. The reaction solution was concentrated in vacuo, and ethyl acetate was added to the obtained residue. Then the mixture was washed with saturated aqueous sodium bicarbonate and saturated brine, an the organic layer was concentrated. To the obtained residue, isopropyl alcohol (5 ml) and 5N aqueous sodium hydroxide solution were added, and the mixture was stirred at room temperature for 3 hours. The reaction solution was adjusted with 5N hydrochloric acid to pH 5, then the precipitated crystals were obtained by filtration and dried to obtain the title compound (978 mg) as a colorless crystal. The various types of spectral data match with those of Example 326.

後処理

  1. stirringthe mixture was stirred for 3 hours
  2. concentrationThe reaction solution was concentrated in vacuo, and ethyl acetate
  3. additionwas added to the obtained residue
  4. washThen the mixture was washed with saturated aqueous sodium bicarbonate and saturated brine
  5. concentrationan the organic layer was concentrated
  6. additionTo the obtained residue, isopropyl alcohol (5 ml) and 5N aqueous sodium hydroxide solution were added
  7. stirringthe mixture was stirred at room temperature for 3 hours
  8. customthe precipitated crystals were obtained by filtration
  9. customdried

出典と根拠

ORDレコード
ord-a3d59dc48c82484e974404164193be47
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08049006B2

反応ノート

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