L-Alanine → HCID 53917242, compound

HRID 1870315Notes

Reaction equation

HRID 1870315 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C@H:4]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[NH2:5].[Cl:15][C:16]1[CH:17]=[C:18]([NH:23][CH:24]([C:26](O)=[O:27])[CH3:25])[CH:19]=[CH:20][C:21]=1[Cl:22].N[C@H](C(O)=O)C>>[CH3:1][O:2][C:3](=[O:14])[C@H:4]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([OH:13])=[CH:11][CH:12]=1)[NH:5][C:26](=[O:27])[CH:24]([CH3:25])[NH:23][C:18]1[CH:19]=[CH:20][C:21]([Cl:22])=[C:16]([Cl:15])[CH:17]=1

Participants

4

Reactant 3

HCID 5950L-AlanineHCID 70652Tyrosine Methyl EsterHCID 69164262-(3,4-Dichloro-phenylamino)-propionic Acid

Product 1

HCID 53917242HCID 53917242, compound

Procedure

Following General Procedure D and using L-tyrosine methyl ester (Sigma) and N-(3,4-dichlorophenyl)-D,L-alanine (from Example A above), the title compound was prepared as a mixture of stereoisomers about alanine. The reaction was monitored by tlc (Rf=0.29 in 10% MeOH/CH2Cl2) and purification was by flash chromatography (10% methanol/methylene chloride).

Workup

  1. customThe reaction was monitored by tlc (Rf=0.29 in 10% MeOH/CH2Cl2) and purification

Sources & evidence

ORD record
ord-bff56aeb9d4b4be39a8f0ddc760aee7f
Source dataset
uspto-grants-2000_08
Patent number
US06096782

Reaction notes

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