Isopropylamine → HCID 19868194, compound

HRID 1199181Notes

Reaction equation

HRID 1199181 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[CH:6]([NH2:9])([CH3:8])[CH3:7].[CH2:10]([C:12](=[O:16])[C:13]([O-:15])=[O:14])[CH3:11].[CH3:17][C:18](=[O:22])[C:19]([O-:21])=[O:20].C([Li])CCC>CCCCCC.C([Zn]CC)C>[C:1]([N:5]=[CH:11][CH2:10][C:12](=[O:16])[C:13]([O-:15])=[O:14])([CH3:4])([CH3:3])[CH3:2].[CH:6]([N:9]=[CH:17][C:18](=[O:22])[C:19]([O-:21])=[O:20])([CH3:8])[CH3:7]

Participants

9

Reactant 5

HCID 6363IsopropylamineHCID 6385Tert-ButylamineHCID 107735PyruvateHCID 35932772-KetobutyrateHCID 178418339Butyllithium

Product 2

HCID 19868194HCID 19868194, compoundHCID 86743742HCID 86743742, compound

Reagents, catalysts & solvents 2

HCID 8058HexaneSolvent2×HCID 178418750HCID 178418750, compoundSolvent

Procedure

All reactions were carried out in an atmosphere of dry nitrogen using standard Schlenk-techniques (Manipulations of air-sensitive compounds, D. F. Shriver, editor Mc. Graw Hill, N.Y., 1969). Solvents were distilled from sodium prior to use. N-t-butyliminoethylglyoxylate and N-i-propyliminomethylglyoxylate were prepared in a condensation reaction; cf. t-butylamine and i-propylamine with ethylglyoxylate and methylglyoxylate respectively. 2,2,5,5-tetramethyl-1-aza-2,5-disilylacyclopentane-1-acetic acid ethyl ester has been described in Tetrahedron Lett., 22, 1787 (1981). Solutions of n-butyllithium in n-hexane and diethylzinc in n-hexane are commercially available.

Workup

  1. distillationSolvents were distilled from sodium

Sources & evidence

ORD record
ord-c436a75a199446beb0a7e67b3752543b
Source dataset
uspto-grants-1990_02
Patent number
US04898955

Reaction notes

Loading…