Benzyl succinimido carbonate → HCID 67457463, compound

HRID 1713309Notes

Reaction equation

HRID 1713309 reaction equation
[CH2:1]([NH:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[C:12]([CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH:11]=[CH:10][C:9]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH3:2].[C:29](ON1C(=O)CCC1=O)([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:30]>O1CCCC1>[CH2:32]([O:31][C:29]([N:3]([CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[C:12]([CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH:11]=[CH:10][C:9]=1[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[CH2:1][CH3:2])=[O:30])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

4

Reactant 2

HCID 83172Benzyl succinimido carbonateHCID 67455443HCID 67455443, compound

Product 1

HCID 67457463HCID 67457463, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of tert-butyl N-[2-(3-ethylaminopropoxy)-biphenyl-4-ylmethyl]carbamate (0.41 g) in tetrahydrofuran (4.0 mL) was added N-carbobenzoxyoxysuccinimide (0.260 g), and the resulting mixture was stirred at room temperature for 14 hours. The reaction mixture was concentrated under reduced pressure and the residue was purified by column chromatography on aminopropylated silica gel (eluent: hexane/ethyl acetate=2/1) to give the title compound (0.46 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by column chromatography on aminopropylated silica gel (eluent: hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-b08e9ec1d55c44019bacf7c91fefa19e
Source dataset
uspto-grants-2010_09
Patent number
US07795236B2

Reaction notes

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