Dicyclohexylcarbodiimide → HCID 178425610, compound

HRID 975997Notes

Reaction equation

HRID 975997 reaction equation
[C:1]1([CH:7]2[NH:11][C@H:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:9][S:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:18][C:19]1[CH:20]=[C:21]([NH:25][C:26](=[O:32])[NH:27][CH2:28][C:29](O)=[O:30])[CH:22]=[CH:23][CH:24]=1.C1(N=C=NC2CCCCC2)CCCCC1>C(#N)C>[CH3:18][C:19]1[CH:20]=[C:21]([NH:25][C:26](=[O:32])[NH:27][CH2:28][C:29]([SH:8]2[CH2:9][C@@H:10]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:11][CH:7]2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:30])[CH:22]=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 149969602-{[(3-Methylphenyl)carbamoyl]amino}acetic acidHCID 53830228HCID 53830228, compound

Product 1

HCID 178425610HCID 178425610, compoundYield 45.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

By proceeding in a fashion similar to that described in Example 41 §A, but starting from 1.2 g of (2RS,4R)-2,4-diphenylthiazolidine, 1.04 g of 2-[3-(3-methylphenyl)ureido]acetic acid and 1.03 g of N,N'-dicyclohexylcarbodiimide in 15 cm3 of acetonitrile, and after treatment, 0.98 g of (2RS,4R)-1-{2-[3-(3-methylphenyl)ureido]acetyl}-2,4-diphenylthiazolidine is obtained in the form of a meringue-like product.

Sources & evidence

ORD record
ord-85d71fd9fe16468b8af9b7be515d8212
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

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