L-Alanine → HCID 18341176, compound

HRID 1870321Notes

Reaction equation

HRID 1870321 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:16])[C@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([I:15])[CH:9]=1)[NH2:6].[Cl:17][C:18]1[CH:19]=[C:20]([NH:25][CH:26]([C:28](O)=[O:29])[CH3:27])[CH:21]=[CH:22][C:23]=1[Cl:24].N[C@H](C(O)=O)C>>[CH3:2][O:3][C:4](=[O:16])[C@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([I:15])[CH:9]=1)[NH:6][C:28](=[O:29])[CH:26]([CH3:27])[NH:25][C:20]1[CH:21]=[CH:22][C:23]([Cl:24])=[C:18]([Cl:17])[CH:19]=1

Participants

4

Reactant 3

HCID 5950L-AlanineHCID 69164262-(3,4-Dichloro-phenylamino)-propionic AcidHCID 11233644HCID 11233644, compound

Product 1

HCID 18341176HCID 18341176, compound

Procedure

Following General Procedure D and using 3-iodo-L-tyrosine methyl ester hydrochloride (prepared following General Procedure K and using 3-iodo-L-tyrosine (Aldrich)) 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-a7dd4f3fdbca41808c1f34dc2ff503d0
Source dataset
uspto-grants-2000_08
Patent number
US06096782

Reaction notes

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