Triethylamine → HCID 15408617, compound

HRID 1379366Notes

Reaction equation

HRID 1379366 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 1N HCl and aqueous NaHCO3, dried over Na2 SO4, and concentrated to give the desired compound.

Workup

  1. additionAfter addition
  2. washwashed successively with 1N HCl and aqueous NaHCO3
  3. customdried over Na2 SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f1dcd1d8a3474cf7bf1a2d7823ed2fba
Source dataset
uspto-grants-1997_09
Patent number
US05670675

Reaction notes

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