Triethylamine → N-(3'-Methylethylaminopropyl)-aspartic acid-4-cyclohexyl ester

HRID 2286016

Reaction equation

HRID 2286016 reaction equation
[CH:1]1([O:7][C:8](=[O:14])/[CH:9]=[CH:10]\[C:11]([OH:13])=[O:12])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C[N:16]([CH2:21][CH3:22])[CH2:17][CH2:18][CH2:19][NH2:20].[CH2:23](N(CC)CC)C>>[CH2:4]1[CH2:3][CH2:2][CH:1]([O:7][C:8](=[O:14])[C@H:9]([CH2:10][C:11]([OH:13])=[O:12])[NH:20][CH2:19][CH2:18][CH:17]([NH:16][CH2:21][CH3:22])[CH3:23])[CH2:6][CH2:5]1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 69130071-Cyclohexyl (2Z)-2-butenedioateHCID 15667718N-Ethyl-N-methylpropane-1,3-diamine

Product 1

HCID 86738346N-(3'-Methylethylaminopropyl)-aspartic acid-4-cyclohexyl ester

Procedure

43.6 g (0.2 mol+10% excess) of maleic acid-monocyclohexyl ester, 40 ml of triethylamine and 23.2 g (0.2 mol) of 3-(methylethylamino)-propylamine are reacted in the manner described in Example 1 and analogously further processed. The yield is 36.3 g (57.7% of theory) of a crystalline aspartic acid derivative which, after recrystallisation in acetone, melts at 123.5°-127.5° C.

Workup

  1. customThe yield is 36.3 g (57.7% of theory) of a crystalline aspartic acid derivative which, after recrystallisation in acetone

Sources & evidence

ORD record
ord-9f860a1c72814bb7a7a57029e8640b03
Source dataset
uspto-grants-1982_04
Patent number
US04326069

Linked notes

Loading…