Triethylamine → HCID 15408617, compound

HRID 847608Notes

Reaction equation

HRID 847608 reaction equation
[CH3:1][O:2][C:3](=[O:10])[C@H:4]([CH2:6][CH:7]([CH3:9])[CH3:8])[NH2:5].C(N(CC)CC)C.Cl[C:19]([O:21][CH2:22][CH:23]=[CH2:24])=[O:20]>ClCCl>[CH3:1][O:2][C:3](=[O:10])[C@H:4]([CH2:6][CH:7]([CH3:9])[CH3:8])[NH:5][C:19]([O:21][CH2:22][CH:23]=[CH2:24])=[O:20]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 18052Allyl chloroformateHCID 65105(+)-L-Leucine methyl ester

Product 1

HCID 15408617HCID 15408617, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of leucine methyl ester (5 mmol) and triethylamine (10 mmol) in dichloromethane (50 ml) was cooled to 0° C. and treated dropwise with allyl chloroformate. After addition, the solution was stirred at ambient temperature for 2 h, diluted with dichloromethane, washed successively with 1NHCl and aqueous NaHCO3, dried over Na2SO4, and concentrated to give the desired compound.

Workup

  1. additionAfter addition
  2. washwashed successively with 1NHCl and aqueous NaHCO3
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-20530677937344988deccfbed9bdc334
Source dataset
uspto-grants-1992_08
Patent number
US05142056

Reaction notes

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