Isovaleric Acid → HCID 178501453, compound

HRID 326772Notes

Reaction equation

HRID 326772 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-e940b65c877145b58449f526bc0a5dd9
Source dataset
uspto-grants-1993_12
Patent number
US05270328

Reaction notes

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