1-Bromo-3,6-dioxaheptane → (R)-tert-Butoxycarbonylamino-[4-(2-{2-methoxy-ethoxy}-ethoxy)-phenyl]-acetic acid

HRID 1433762Notes

Reaction equation

HRID 1433762 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]C2CCCCO2)=[CH:15][CH:14]=1)[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH2:30][CH2:31][O:32][CH2:33]COC>>[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][CH2:30][CH2:31][O:32][CH3:33])=[CH:17][CH:18]=1)[C:10]([OH:12])=[O:11])=[O:7])([CH3:2])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 1235321-Bromo-3,6-dioxaheptaneHCID 68617730(R)-tert-butoxycarbonylamino-{4-[2-(tetrahydropyran-2-yloxy)-ethoxy]-phenyl}-acetic acid2×

Product 1

HCID 68618172(R)-tert-Butoxycarbonylamino-[4-(2-{2-methoxy-ethoxy}-ethoxy)-phenyl]-acetic acid

Procedure

Prepared by the same method as 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-{2-methoxy-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-{2-methoxy-ethoxy}-ethoxy)-phenyl]-acetic acid was prepared as described in example 48 except that 1-(2-bromo-ethoxy)-2-methoxy-ethane was used in place of 2-(2-bromo-ethoxy)-tetrahydropyran.

Workup

  1. customPrepared by the same method as

Sources & evidence

ORD record
ord-f4dd04a796f6413684bacb507c1be2b2
Source dataset
uspto-grants-2009_11
Patent number
US07612212B2

Reaction notes

Loading…