Triethylamine → HCID 86739455, compound

HRID 1262539Notes

Reaction equation

HRID 1262539 reaction equation
[CH2:1]([O:4][C:5]1[CH:36]=[CH:35][C:8]([CH2:9][CH:10]([C:21]([NH:23][CH:24]([C:32](O)=[O:33])[CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:22])[NH:11][C:12](=[O:20])[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:7][C:6]=1[Cl:37])[CH:2]=[CH2:3].Cl.[CH3:39][O:40][C:41](=[O:44])[CH2:42][NH2:43].C(N(CC)CC)C.C1CCC(N=C=NC2CCCCC2)CC1>O1CCCC1.C(Cl)(Cl)Cl>[CH3:39][O:40][C:41](=[O:44])[CH2:42][NH:43][C:32](=[O:33])[CH:24]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[NH:23][C:21](=[O:22])[CH:10]([CH2:9][C:8]1[CH:35]=[CH:36][C:5]([O:4][CH2:1][CH:2]=[CH2:3])=[C:6]([Cl:37])[CH:7]=1)[NH:11][C:12](=[O:20])[CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 122755Glycine methyl ester hydrochlorideHCID 86739456HCID 86739456, compound

Product 1

HCID 86739455HCID 86739455, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8028TetrahydrofuranSolvent

Procedure

4-Allyloxy-3-chloro-phenylacetyl-(DL)-phenylalanyl-(DL)-phenylalanine (1.20 g) was dissolved in dry tetrahydrofuran (10 ml). To the solution was added glycine methyl ester hydrochloride (0.25 g) in dry chloroform (10 ml) containing dry triethylamine (0.28 ml). DCC (0.41 g) was added and the reaction mixture was stirred overnight at room temperature. DCU was then filtered off.

Workup

  1. filtrationDCU was then filtered off

Sources & evidence

ORD record
ord-d77177516d144ea68555263e7633a35a
Source dataset
uspto-grants-1984_06
Patent number
US04452783

Reaction notes

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