Triethylamine → HCID 54429677, compound

HRID 993350Notes

Reaction equation

HRID 993350 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]=[C:6]=[O:7].Cl.[CH3:9][O:10][C:11](=[O:17])[C@H:12]([CH:14]([CH3:16])[CH3:15])[NH2:13].C(N(CC)CC)C>C1COCC1>[CH3:9][O:10][C:11](=[O:17])[C@H:12]([CH:14]([CH3:16])[CH3:15])[NH:13][C:6]([NH:5][CH2:4][CH2:3][CH2:2][Cl:1])=[O:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 111190Methyl valinate hydrochlorideHCID 166752Propane, 1-chloro-3-isocyanato-

Product 1

HCID 54429677HCID 54429677, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Chloropropylisocyanate (0.31 mL, 3.0 mmol) was added to a slurry of L-valine methyl ester hydrochloride (0.5 g, 3.0 mmol) and triethylamine (0.42 mL, 3.0 mmol) in THF (10 mL). The reaction mixture was stirred for 4 hours at room temperature and was then quenched with the addition of aqueous sodium bicarbonate. The quenched reaction mixture was extracted with ethyl acetate. The organic layer was separated, dried and evaporated to give the desired product.

Workup

  1. customwas then quenched with the addition of aqueous sodium bicarbonate
  2. customThe quenched reaction mixture
  3. extractionwas extracted with ethyl acetate
  4. customThe organic layer was separated
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-3ae9f01150614539bcd6f2b2cb50ca25
Source dataset
uspto-grants-2002_10
Patent number
US06472529B2

Reaction notes

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