Piperidine → HCID 131736540, compound

HRID 1478984Notes

Reaction equation

HRID 1478984 reaction equation
[CH3:1][O:2][CH:3]([O:33][C:34]([C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1)([C:41]1[CH:46]=[CH:45][C:44]([O:47][CH3:48])=[CH:43][CH:42]=1)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:32])[CH2:9][NH:10][C:11](=[O:31])[CH2:12][NH:13]C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O.N1CCCCC1>C(#N)C>[CH3:1][O:2][CH:3]([O:33][C:34]([C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1)([C:41]1[CH:46]=[CH:45][C:44]([O:47][CH3:48])=[CH:43][CH:42]=1)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:32])[CH2:9][NH:10][C:11](=[O:31])[CH2:12][NH2:13]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 131736539Fmoc-glycylglycine-4,4'-dimethoxytrityloxybutylamide

Product 1

HCID 131736540HCID 131736540, compoundYield 54.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To compound 13 (3.00 g, 4.12 mmol) were added acetonitrile (5 mL) and piperidine (2.4 mL) at room temperature, and the mixture was stirred at room temperature overnight. The solvent was evaporated under reduced pressure, and the obtained residue was subjected to silica gel column chromatography (eluent: dichloromethane-methanol (9:1)+0.05% pyridine) to give glycylglycine-4,4′-dimethoxytrityloxybutylamide (14) (1.13 g, 54%). The instrumental analysis values of glycylglycine-4,4′-dimethoxytrityloxybutylamide (14) are shown below.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-7953effc3a5647e88184259c70c4a3c7
Source dataset
uspto-grants-2016_08
Patent number
US09404108B2

Reaction notes

Loading…