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1-Hydroxybenzotriazole → HCID 67460156, 화합물

HRID 554827
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HRID 554827 반응식
[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]
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참가 물질

7

반응물 4

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

생성물 1

HCID 67460156HCID 67460156, 화합물

시약·촉매·용매 2

HCID 6342
Acetonitrile
용매
HCID 8471Triethylamine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a3d59dc48c82484e974404164193be47
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08049006B2

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