L-Valine → HCID 13037991, compound

HRID 1156407Notes

Reaction equation

HRID 1156407 reaction equation
[NH2:1][C@H:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4].O1CCCC1.[Cl:14][CH2:15][CH2:16][N:17]([N:23]=[O:24])[C:18](N=[N+]=[N-])=[O:19]>C(=O)([O-])[O-].[K+].[K+]>[Cl:14][CH2:15][CH2:16][N:17]([N:23]=[O:24])[C:18]([NH:1][C@H:2]([C:6]([OH:8])=[O:7])[CH:3]([CH3:5])[CH3:4])=[O:19]

Participants

5

Reactant 3

HCID 6287L-ValineHCID 8028TetrahydrofuranHCID 10654895N-(2-chloroethyl)-N-nitrosocarbamoylazide

Product 1

HCID 13037991HCID 13037991, compoundYield 64.3%

Reagents, catalysts & solvents 1

HCID 11430Potassium CarbonateSolvent

Procedure

Dissolved in a 5% aqueous potassium carbonate solution was 2.1 g of L-valine, and a tetrahydrofuran solution containing 3.2 g of (2-chloroethyl)-nitrosocarbamoyl azide was added at 0° C. The mixture was stirred for two hours. The reaction solution was washed with ether, neutralized with hydrochloric acid, and extracted with ether to obtain 2.9 g (Yield 64%) of N-{(2-chloroethyl)-nitrosocarbamoyl}-L-valine as a slightly yellow oil.

Workup

  1. additionwas added at 0° C
  2. washThe reaction solution was washed with ether
  3. extractionextracted with ether

Sources & evidence

ORD record
ord-510809cdb5434556a861e4f912d8465c
Source dataset
uspto-grants-1982_06
Patent number
US04335247

Reaction notes

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