Triethylamine → HCID 86752697, compound

HRID 1604728Notes

Reaction equation

HRID 1604728 reaction equation
OC1C2N=NNC=2C=CC=1.C1(N=C=NC2CCCCC2)CCCCC1.[C:26]1([C:32]([S:34][CH2:35][C@@H:36]([CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[C:37]([OH:39])=O)=[O:33])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.Cl.Cl.[CH3:49][O:50][C:51](=[O:66])[C@H:52]([CH2:54][C:55]1[CH:60]=[CH:59][C:58]([C:61]2[S:62][CH:63]=[CH:64][N:65]=2)=[CH:57][CH:56]=1)[NH2:53].C(N(CC)CC)C>O1CCCC1.C(Cl)Cl>[CH3:49][O:50][C:51](=[O:66])[C@H:52]([CH2:54][C:55]1[CH:56]=[CH:57][C:58]([C:61]2[S:62][CH:63]=[CH:64][N:65]=2)=[CH:59][CH:60]=1)[NH:53][C:37](=[O:39])[C@H:36]([CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[CH2:35][S:34][C:32]([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:33]

Participants

8

Reactant 5

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 11001070HCID 11001070, compoundHCID 69686543HCID 69686543, compoundHCID 178418300HCID 178418300, compound

Product 1

HCID 86752697HCID 86752697, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of hydroxybenzotriazole (0.54 g; 4 mmoles) in tetrahydrofuran (30 ml) and, subsequently, a solution of dicyclohexylcarbodiimide (0.825 g; 4 mmoles) in methylene chloride (15 ml) were added, at 0° C. under stirring to a mixture of (2S)-3-phenylcarbonylthio-2-phenylmethylpropionic acid (1.2 g; 4 mmoles), 4-(2-thiazolyl)-L-phenylalanine methyl ester dihydrochloride (1.34 g; 4 mmoles), prepared as described in example 4, triethylamine (1.11 ml; 8 mmoles) in tetrahydrofuran (20 ml) and methylene chloride (30 ml).

Workup

  1. customprepared

Sources & evidence

ORD record
ord-d777899654d041d2a19afe373615ec4e
Source dataset
uspto-grants-1999_11
Patent number
US05994539

Reaction notes

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