3-(Chloromethyl)-5-methyl-1,2-oxazole → HCID 10160022, compound

HRID 2250982Notes

Reaction equation

HRID 2250982 reaction equation
C[O:2][C:3](=[O:23])[CH:4]([NH:15]C(OC(C)(C)C)=O)[CH2:5][C:6]1[CH:11]=[C:10]([Br:12])[C:9]([OH:13])=[C:8]([Br:14])[CH:7]=1.Cl[CH2:25][C:26]1[CH:30]=[C:29]([CH3:31])[O:28][N:27]=1>>[NH2:15][CH:4]([CH2:5][C:6]1[CH:7]=[C:8]([Br:14])[C:9]([O:13][CH2:25][C:26]2[CH:30]=[C:29]([CH3:31])[O:28][N:27]=2)=[C:10]([Br:12])[CH:11]=1)[C:3]([OH:2])=[O:23]

Participants

3

Reactant 2

HCID 27357633-(Chloromethyl)-5-methyl-1,2-oxazoleHCID 14631438HCID 14631438, compound

Product 1

HCID 10160022HCID 10160022, compoundYield 22%

Procedure

Methyl-2-tert-butoxycarbonylamino-3-(3,5-dibromo-4-hydroxyphenyl)propionate (0.035 mmol) was coupled with 3-chloromethyl-5-methylisoxazole and hydrolyzed using the method described in “General procedure for the preparation of Examples 8-22”. This gave 22% yield of 2-amino-3-[3,5-dibromo-4-(5-methylisoxazol-3-ylmethoxy)phenyl]propionic acid. LC/MS (electrospray): m/z 433 (M−1).

Workup

  1. customdescribed in “General procedure for the preparation of Examples 8-22”

Sources & evidence

ORD record
ord-45badf0e87b746dca198e85707c4a9bc
Source dataset
uspto-grants-2008_01
Patent number
US07319096B2

Reaction notes

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