Phenyl chloroformate → HCID 86714703, compound

HRID 529219Notes

Reaction equation

HRID 529219 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:12])[C@H:5]([CH2:7][C:8]([O:10][CH3:11])=[O:9])[NH2:6].Cl[C:14]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:15].C(N(CC)C(C)C)(C)C>ClCCl>[CH3:2][O:3][C:4](=[O:12])[C@H:5]([CH2:7][C:8]([O:10][CH3:11])=[O:9])[NH:6][C:14]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:15]

Participants

5

Reactant 3

HCID 15891Phenyl chloroformateHCID 81531DiisopropylethylamineHCID 2734892L-Aspartic acid, 1,4-dimethyl ester, hydrochloride (1:1)

Product 1

HCID 86714703HCID 86714703, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

L-aspartic acid dimethyl ester hydrochloride (2.0 g, 10 mmol) was dissolved in dichloromethane (30 ml), phenyl chloroformate (1.3 mL, 11 mmol) and N,N-diisopropylethylamine (4.4 mL, 25 mmol) were added at 0° C., and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure, ethyl acetate was added, and the mixture was washed with water and saturated brine. After drying over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure to give the title compound.

Workup

  1. customThe solvent was evaporated under reduced pressure, ethyl acetate
  2. additionwas added
  3. washthe mixture was washed with water and saturated brine
  4. dry with materialAfter drying over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-7dd1609957b94027aeac754c372321e3
Source dataset
uspto-grants-2016_05
Patent number
US09346821B2

Reaction notes

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