Tris(2-aminoethyl)amine → HCID 54260881, compound

HRID 2287897Notes

Reaction equation

HRID 2287897 reaction equation
[C:1]([O:5][C:6]([N:8]([CH3:39])[NH:9][C:10](=[O:38])[C@H:11]([N:19](C(OCC1C2C=CC=CC=2C2C1=CC=CC=2)=O)[CH3:20])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].NCCN(CCN)CCN>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]([CH3:39])[NH:9][C:10](=[O:38])[C@H:11]([NH:19][CH3:20])[CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

Participants

4

Reactant 2

HCID 77731Tris(2-aminoethyl)amineHCID 54507954HCID 54507954, compound

Product 1

HCID 54260881HCID 54260881, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of N'-((2R)-2-[N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-methylamino]-3-phenylpropionyl)-N-methylhydrazinecarboxylic acid tert-butyl ester (0.65 g, 1.23 mmol) in methylene chloride (4 ml) was added tris(2-aminoethyl)amine (4 ml) and the mixture was stirred at room temperature for 60 min. Then methylene chloride (50 ml) was added and the mixture was washed with brine (2×20 ml), phosphate buffer (pH=6, 2×20 ml), water (20 ml), brine (10 ml), dried (MgSO4), filtered and concentrated in vacuo to give 0.34 g (90%) of N-methyl-N'-((2R)-2-(methylamino)-3-phenylpropionyl)hydrazinecarboxylic acid tert-butyl ester as a yellow oil.

Workup

  1. washthe mixture was washed with brine (2×20 ml), phosphate buffer (pH=6, 2×20 ml), water (20 ml), brine (10 ml)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2f8f5e55dcc24e7b9385c13481146176
Source dataset
uspto-grants-2000_07
Patent number
US06083908

Reaction notes

Loading…