2-Bromoethyl methyl ether → (R)-tert-Butoxycarbonylamino-[4-(2-methoxy-ethoxy)-phenyl]-acetic acid

HRID 1433769Notes

Reaction equation

HRID 1433769 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][O:22][CH:23]2CCCCO2)=[CH:15][CH:14]=1)[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].BrCCOC>>[C:1]([O:5][C:6]([NH:8][C@H:9]([C:13]1[CH:14]=[CH:15][C:16]([O:19][CH2:20][CH2:21][O:22][CH3:23])=[CH:17][CH:18]=1)[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 809722-Bromoethyl methyl etherHCID 68617730(R)-tert-butoxycarbonylamino-{4-[2-(tetrahydropyran-2-yloxy)-ethoxy]-phenyl}-acetic acid2×

Product 1

HCID 66815175(R)-tert-Butoxycarbonylamino-[4-(2-methoxy-ethoxy)-phenyl]-acetic acid

Procedure

Prepared by the same method as described in example 48 except that (i) 2,6-difluoro-4-iodoaniline was used in place of 2-fluoro-4-iodoaniline, and (ii) (R)-tert-butoxycarbonylamino-[4-(2-methoxy-ethoxy)-phenyl]-acetic acid was used in place of (R)-tert-butoxycarbonylamino-{4-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-phenyl}-acetic acid. (R)-tert-Butoxycarbonylamino-[4-(2-methoxy-ethoxy)-phenyl]-acetic acid was prepared as described in example 48 except that 1-bromo-2-methoxyethane was used in place of 2-(2-bromo-ethoxy)-tetrahydropyran.

Workup

  1. customPrepared by the same method

Sources & evidence

ORD record
ord-5fa605bd2742405fae897b9360a755e2
Source dataset
uspto-grants-2009_11
Patent number
US07612212B2

Reaction notes

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