Triethylamine → HCID 86739455, compound

HRID 2164573Notes

Reaction equation

HRID 2164573 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-41a9f814c9e04dd58787b493c920c5f4
Source dataset
uspto-grants-1985_03
Patent number
US04505898

Reaction notes

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