Triethylamine → HCID 21516484, compound

HRID 1283771Notes

Reaction equation

HRID 1283771 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH2:12][C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH2:23](OC(ON=C(C#N)C(OCC)=O)=O)[CH:24]([CH3:26])[CH3:25]>O1CCCC1>[CH2:23]([O:14][C:13](=[O:15])[CH2:12][NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])[CH:24]([CH3:26])[CH3:25]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 14349BenzyloxycarbonylglycineHCID 54067442HCID 54067442, compound

Product 1

HCID 21516484HCID 21516484, compoundYield 142.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-benzyloxycarbonylglycine (1.05 g) and triethylamine (0.7 ml) in dry tetrahydrofuran (15 ml), ethyl 2-isobutoxycarbonyloxyimino-2-cyanoacetate (2.42 g) is added, and the resulting mixture is stirred at room temperature for 2 hours. The reaction mixture is treated as in Example A to give N-benzyloxycarbonylglycine isobutyl ester (1.9 g) as an oil.

Workup

  1. additionThe reaction mixture is treated as in Example A

Sources & evidence

ORD record
ord-a3719081b7544861ab8bc3764ef5267c
Source dataset
uspto-grants-1976_08
Patent number
US03976635

Reaction notes

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