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

HRID 1433761Notes

Reaction equation

HRID 1433761 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]2[CH2:28]CCCO2)=[CH:15][CH:14]=1)[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].BrCCOCC>>[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][CH2:23][CH3:28])=[CH:17][CH:18]=1)[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 611412-Bromoethyl ethyl etherHCID 68617730(R)-tert-butoxycarbonylamino-{4-[2-(tetrahydropyran-2-yloxy)-ethoxy]-phenyl}-acetic acid2×

Product 1

HCID 68618966(R)-tert-Butoxycarbonylamino-[4-(2-ethoxy-ethoxy)-phenyl]-acetic acid

Procedure

Prepared in a manner similar to that described in example 1 except that (i) 2-fluoro-4-iodoaniline was used in place of 4-bromoaniline in step 2, and (ii) (R)-tert-butoxycarbonylamino-[4-(2-ethoxy-ethoxy)-phenyl]-acetic acid was used in place of (R)-tert-butoxycarbonylamino-[4-methoxy-phenyl]-acetic acid in step 4. (R)-tert-Butoxycarbonylamino-[4-(2-ethoxy-ethoxy)-phenyl]-acetic acid was prepared as described in example 48 except that 1-bromo-2-ethoxyethane was used in place of 2-(2-bromo-ethoxy)-tetrahydropyran.

Workup

  1. customPrepared in a manner similar to

Sources & evidence

ORD record
ord-6d4aa7282c384c8d89277f96069e26f0
Source dataset
uspto-grants-2009_11
Patent number
US07612212B2

Reaction notes

Loading…