1,2-二氯乙烷 → [2-(2-Amino-3-methoxy-phenylcarbamoyl)-ethyl]-methyl-carbamic acid tert.-butyl ester

HRID 220250

反应方程式

HRID 220250 反应方程式
[C:1]([O:5][C:6](C(NC)(C)C(O)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[CH2:16][N:17]([CH:21](C)C)C(C)C.C1C=CC2N([OH:33])N=NC=2C=1.[CH3:34][O:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([NH2:42])[C:37]=1[NH2:43].[CH2:44](Cl)[CH2:45]Cl>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:1]([O:5][C:6](=[O:7])[N:17]([CH2:21][CH2:44][C:45](=[O:33])[NH:42][C:38]1[CH:39]=[CH:40][CH:41]=[C:36]([O:35][CH3:34])[C:37]=1[NH2:43])[CH3:16])([CH3:2])([CH3:3])[CH3:4]

参与物

8

反应物 5

HCID 111,2-二氯乙烷HCID 757711-羟基苯并三唑(HOBT)HCID 81531N,N-二异丙基乙胺HCID 1842681,2-二氨基-3-甲氧基苯HCID 86641926Tert.-butoxycarbonyl-methylamino-propanoic acid

产物 1

HCID 68411798[2-(2-Amino-3-methoxy-phenylcarbamoyl)-ethyl]-methyl-carbamic acid tert.-butyl ester

试剂、催化剂与溶剂 2

HCID 142844-二甲氨基吡啶(DMAP)催化剂HCID 6344二氯甲烷溶剂

实验过程

To a solution of 1.35 g of tert.-butoxycarbonyl-methylamino-propanoic acid in 50 mL DCM were added 3.4 mL of DIPEA, 81 mg of DMAP, 1.0 g of HOBt, 1.5 g of EDC and 0.91 g of 3-methoxybenzene-1,2-diamine. The resulting mixture was stirred at rt for 3 h and then quenched with water. The organic phase was washed with sat. aq. NaHCO3, dried over MgSO4 and concentrated on vacuo to yield 2.9 g of [2-(2-amino-3-methoxy-phenylcarbamoyl)-ethyl]-methyl-carbamic acid tert.-butyl ester as brown oil.

后处理

  1. customquenched with water
  2. washThe organic phase was washed with sat. aq. NaHCO3
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated on vacuo

来源与证据

ORD记录
ord-39e36709953048d28651a2f8cb4122a3
来源数据集
uspto-grants-2012_06
专利号
US08202885B2

关联笔记

加载中…