L-Alanine → HCID 18341175, compound

HRID 2299546Notes

Reaction equation

HRID 2299546 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:17])[C@H:5]([CH2:7][C:8]1[CH:13]=[C:12]([I:14])[C:11]([OH:15])=[C:10]([I:16])[CH:9]=1)[NH2:6].[Cl:18][C:19]1[CH:20]=[C:21]([NH:26][CH:27]([C:29](O)=[O:30])[CH3:28])[CH:22]=[CH:23][C:24]=1[Cl:25].N[C@H](C(O)=O)C>>[CH3:2][O:3][C:4](=[O:17])[C@H:5]([CH2:7][C:8]1[CH:9]=[C:10]([I:16])[C:11]([OH:15])=[C:12]([I:14])[CH:13]=1)[NH:6][C:29](=[O:30])[CH:27]([CH3:28])[NH:26][C:21]1[CH:22]=[CH:23][C:24]([Cl:25])=[C:19]([Cl:18])[CH:20]=1

Participants

4

Reactant 3

HCID 5950L-AlanineHCID 69164262-(3,4-Dichloro-phenylamino)-propionic AcidHCID 567771663,5-Diiodotyrosine methyl ester hydrochloride, L-

Product 1

HCID 18341175HCID 18341175, compound

Procedure

Following General Procedure D and using 3,5-diiodo-L-tyrosine methyl ester hydrochloride (Bachem) 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 tic (Rf=0.29 in 10% MeOH/CH2Cl2) and purification was by flash chromatography (10% methanol/methylene chloride).

Workup

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

Sources & evidence

ORD record
ord-19610d83877f4fa1a31257cb5d88628c
Source dataset
uspto-grants-2002_12
Patent number
US06495693B2

Reaction notes

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