Glycine ethyl ester, hydrochloride → HCID 178472753, compound

HRID 480499Notes

Reaction equation

HRID 480499 reaction equation
[OH:1][C:2]([C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[CH:36]=[C:35]([C:40](OC)=[O:41])[CH:34]=[CH:33]2)([C:6]1[N:7]=[CH:8][N:9](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:10]=1)[CH:3]([CH3:5])[CH3:4].OC(C1C=C2C(=CC=1)C=C(C(O)=O)C=C2)(C1N=CN(C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=1)C(C)C.Cl.[CH2:87]([O:89][C:90](=[O:93])[CH2:91][NH2:92])[CH3:88]>>[OH:1][C:2]([C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[CH:36]=[C:35]([C:40]([NH:92][CH2:91][C:90]([O:89][CH2:87][CH3:88])=[O:93])=[O:41])[CH:34]=[CH:33]2)([C:6]1[N:7]=[CH:8][NH:9][CH:10]=1)[CH:3]([CH3:5])[CH3:4]

Participants

4

Reactant 3

HCID 2723640Glycine ethyl ester, hydrochlorideHCID 187691016-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acidHCID 22285069methyl 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoate

Product 1

HCID 178472753HCID 178472753, compoundYield 161.3%

Procedure

In a manner to that described in Example 9-(i), methyl 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoate (533 mg) was converted to 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acid, which was reacted with glycine ethyl ester hydrochloride (242 mg) in a similar manner as described in Example 24-(i) to give the titled compound (600 mg) as a colorless powder.

Sources & evidence

ORD record
ord-2826e81404824fc6ae2797d14982bb8b
Source dataset
uspto-grants-2003_11
Patent number
US06649643B1

Reaction notes

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