Isovaleric Acid → HCID 178501453, compound

HRID 467274Notes

Reaction equation

HRID 467274 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:14])[C@H:5]([CH2:7][CH2:8][CH2:9][NH:10][C:11](=[NH:13])[NH2:12])[NH2:6].[C:15](O)(=[O:20])[CH2:16][CH:17]([CH3:19])[CH3:18].C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1>CN(C=O)C.C(N(CC)CC)C>[CH3:2][O:3][C:4](=[O:14])[C@H:5]([CH2:7][CH2:8][CH2:9][NH:10][C:11](=[NH:12])[NH2:13])[NH:6][C:15](=[O:20])[CH2:16][CH:17]([CH3:19])[CH3:18]

Participants

7

Reactant 4

HCID 10430Isovaleric AcidHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 178501501HCID 178501501, compound

Product 1

HCID 178501453HCID 178501453, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

A 2.0 g (8.9 mMol) portion of arginine methyl ester hydrochloride was contacted with isovaleric acid (755 mg), HOBT (1 g), triethylamine (747 mg) and DCC (1.52 g) in DMF (150 ml) under the conditions described in Example 30 to give N-isovaleryl-arginine methyl ester as a crystalline solid (1.71 g).

Sources & evidence

ORD record
ord-77fb880fb6484d6c97be4af81875ee0a
Source dataset
uspto-grants-1992_10
Patent number
US05159081

Reaction notes

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