Triethylamine → HCID 86737419, compound

HRID 1733668Notes

Reaction equation

HRID 1733668 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([OH:18])=[O:17])[CH:13]([CH3:15])[CH3:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.CS(O[N:31]=[C:32]([C:38]#[N:39])[C:33]([O:35][CH2:36][CH3:37])=[O:34])(=O)=O>C(OCC)(=O)C>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([O:18][N:31]=[C:32]([C:38]#[N:39])[C:33]([O:35][CH2:36][CH3:37])=[O:34])=[O:17])[CH:13]([CH3:15])[CH3:14])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 726987N-Carbobenzoxy-L-valineHCID 54531055Ethyl cyano{[(methanesulfonyl)oxy]imino}acetate

Product 1

HCID 86737419HCID 86737419, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

N-Benzyloxycarbonyl-L-valine (1.26 g) and triethylamine (0.70 ml) are dissolved in ethyl acetate (10 ml). To the solution is added ethyl 2-methanesulfonyloxyimino-2-cyanoacetate (1.1 g) and the mixture is stirred at room temperature for 20 hours. The reaction mixture is washed with water, dried and then concentrated to give ethyl 2-(N-benzyloxycarbonyl-L-valyloxyimino)-2-cyanoacetate (1.8 g) as an oily substance.

Workup

  1. washThe reaction mixture is washed with water
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-e547b4bf1b6847028e5f5b7cffb6dad2
Source dataset
uspto-grants-1980_12
Patent number
US04242507

Reaction notes

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