乙酸乙酯 → Tert-butyl (2-((4-iodobenzyl)amino)-2-oxoethyl)carbamate

HRID 2284792笔记

反应方程式

HRID 2284792 反应方程式
[C:1]([NH:8][CH2:9][C:10]([OH:12])=O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].Cl.[I:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH2:20])=[CH:17][CH:16]=1.C(=O)([O-])O.[Na+].C(OCC)(=O)C>O1CCCC1.CN1CCOCC1.ClC(OCC(C)C)=O>[I:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH:20][C:10](=[O:12])[CH2:9][NH:8][C:1](=[O:2])[O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[CH:17][CH:16]=1

参与物

8

反应物 4

HCID 8857乙酸乙酯HCID 78288BOC-甘氨酸HCID 516892碳酸氢钠HCID 162175054-碘苄胺盐酸盐

产物 1

HCID 90052505Tert-butyl (2-((4-iodobenzyl)amino)-2-oxoethyl)carbamate收率 118.8%

试剂、催化剂与溶剂 3

HCID 7972N-甲基吗啉溶剂HCID 8028四氢呋喃溶剂HCID 62365氯甲酸异丁酯溶剂

实验过程

To a solution of N-Boc-glycine (325 mg) in tetrahydrofuran (3 mL), N-methylmorpholine (1.0 mL) and isobutyl chloroformate (244 μL) were added under ice cooling, and the mixture was stirred at the same temperature for 30 minutes. To the reaction mixture, 4-iodobenzylamine hydrochloride (250 mg) was added under ice cooling, and the mixture was stirred at the same temperature for 1 hour and 30 minutes. To the reaction mixture, saturated aqueous sodium hydrogencarbonate and ethyl acetate were added. The organic layer was separated, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain tert-butyl (2-((4-iodobenzyl)amino)-2-oxoethyl)carbamate (R4, 430 mg).

后处理

  1. stirringthe mixture was stirred at the same temperature for 1 hour and 30 minutes
  2. customThe organic layer was separated
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure

来源与证据

ORD记录
ord-a576e91110cf4bc78969bea3e83c59ae
来源数据集
uspto-grants-2015_09
专利号
US09145415B2

反应笔记

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