Phenylacetic Acid → HCID 70058699, compound

HRID 2302283Notes

Reaction equation

HRID 2302283 reaction equation
[CH3:1][N:2]1[C:8](=[O:9])[CH:7]([NH:10][C:11](=[O:18])[C@@H:12]([NH2:17])[CH2:13][CH:14]([CH3:16])[CH3:15])[C:6]2[CH:19]=[CH:20][CH:21]=[CH:22][C:5]=2[C:4](=[O:23])[N:3]1[CH:24]([CH3:26])[CH3:25].[C:27]1([CH2:33][C:34](O)=[O:35])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[CH3:1][N:2]1[C:8](=[O:9])[CH:7]([NH:10][C:11](=[O:18])[C@@H:12]([NH:17][C:34](=[O:35])[CH2:33][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:13][CH:14]([CH3:16])[CH3:15])[C:6]2[CH:19]=[CH:20][CH:21]=[CH:22][C:5]=2[C:4](=[O:23])[N:3]1[CH:24]([CH3:26])[CH3:25]

Participants

3

Reactant 2

HCID 999Phenylacetic AcidHCID 9925066HCID 9925066, compound

Product 1

HCID 70058699HCID 70058699, compoundYield 70%

Procedure

In a manner similar to example 1, the title compound was prepared by the reaction of 2,3,4,5-tetrahydro-3-methyl-5(R,S)-[[(2S)-2-amino-4-methyl-1-oxopentyl]amino]-2-(1-methylethyl)-1H-2,3-benzodiazepin-1,4-dione with phenylacetic acid. The compound was purified on prep HPLC using the column YMC S5 ODS (20×100 mm) with a flow rate of 40 ml/min and gradient time of 10 min., using the solvent composition of solvent A as 10% MeOH—90% H2O—0.1% TFA, and solvent B as 90% MeOH—10% H2O—0.1% TFA. (70% yield). MS (ESI) 479.22 (M+H); Rf 1.42

Workup

  1. customThe compound was purified on prep HPLC
  2. customwith a flow rate of 40 ml/min and gradient time of 10 min.

Sources & evidence

ORD record
ord-a05ac1bcf98e4d5eb26b2684811fa942
Source dataset
uspto-grants-2002_08
Patent number
US06432944B1

Reaction notes

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