HCID 11044929, compound → HCID 67713575, compound

HRID 976007Notes

Reaction equation

HRID 976007 reaction equation
[NH2:1][CH2:2][C:3]([N:5]1[C@@H:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:15][CH2:14][C@H:6]1[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])=[O:4].[N:23]([C:26]1[CH:27]=[C:28]([CH:32]([CH3:43])[C:33]([O:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[O:34])[CH:29]=[CH:30][CH:31]=1)=[C:24]=[O:25]>O1CCCC1>[C:10]([O:9][C:7]([C@@H:6]1[CH2:14][CH2:15][C@H:16]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:5]1[C:3](=[O:4])[CH2:2][NH:1][C:24](=[O:25])[NH:23][C:26]1[CH:27]=[C:28]([CH:32]([CH3:43])[C:33]([O:35][CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)=[O:34])[CH:29]=[CH:30][CH:31]=1)=[O:8])([CH3:13])([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 11044929HCID 11044929, compoundHCID 19709546HCID 19709546, compound

Product 1

HCID 67713575HCID 67713575, compoundYield 59.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Benzyl 2-{3-{3-[2-((2S,5R)-2-tert-butoxycarbonyl-5-phenyl-1-pyrrolidinyl)-2-oxoethyl]ureido}phenyl}propionate (B form) may be obtained in a fashion similar to that described in Example 2, but starting from 0.79 g of tert-butyl (2S,5R)-1-(2-aminoacetyl)-5-phenylprolinate and 0.8 g of benzyl 2-(3-isocyanato-phenyl)propionate (B form) in 40 cm3 of tetrahydrofuran. After treatment, 0.9 g of benzyl 2-{3-{3-[2-((2S,5R)-2-tert-butoxycarbonyl-5-phenyl-1-pyrrolidinyl)-2-oxoethyl]ureido}phenyl}propionate, melting at 75° C., is obtained.

Sources & evidence

ORD record
ord-354ad6f09292405a84eb4d6c5d343808
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

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