Dicyclohexylcarbodiimide → L-Proline, 4,4-dimethoxy-

HRID 866282Notes

Reaction equation

HRID 866282 reaction equation
C[O:2][C:3](=[O:13])[C@@H:4]1[CH2:8][C:7]([O:11][CH3:12])([O:9][CH3:10])[CH2:6][NH:5]1.N1NN=NC=1C1C=CC=CC=1C1C=CC2N(C(CCCCCC)C(O)=O)C=NC=2C=1.OC1C2N=NNC=2C=CC=1.C1(N=C=NC2CCCCC2)CCCCC1>>[CH3:10][O:9][C:7]1([O:11][CH3:12])[CH2:6][NH:5][C@H:4]([C:3]([OH:13])=[O:2])[CH2:8]1

Participants

5

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 111379044,4-Dimethoxy-L-proline methyl esterHCID 158381802-[5-[2-(2H-tetrazol-5-yl)phenyl]benzimidazol-1-yl]octanoic acidHCID 178418300HCID 178418300, compound

Product 1

HCID 12821175L-Proline, 4,4-dimethoxy-

Procedure

4,4-Dimethoxy-L-proline methyl ester (1.35 moles, 0.257 g) and 2-[5-[2-(2H-tetrazol-5-yl)phenyl]-1H-benzimidazol-1-yl]octanoic acid (1.23 moles, 0.5 g) were reacted in the presence of hydroxybenzotriazole and dicyclohexylcarbodiimide as in Example 15 to yield 0.220 g of 1-[1-oxo-2-[5-2-(2H-tetrazol-5-yl)phenyl]-1H-benzimidazol-1-yl]octyl]-4,4-dimethoxy-L-proline. (MS).

Sources & evidence

ORD record
ord-cb2439ca324f44d68b0359f29ea99e05
Source dataset
uspto-grants-1996_10
Patent number
US05569768

Reaction notes

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