3-{[(alpha-Isobutanoyloxyethoxy)carbonyl]aminomethyl]-5-Methylhexanoic Acid → HCID 22272016, compound

HRID 457293Notes

Reaction equation

HRID 457293 reaction equation
C(OC([O:9][C:10]([NH:12][CH2:13][CH:14]([CH2:19][CH:20]([CH3:22])[CH3:21])[CH2:15][C:16]([OH:18])=[O:17])=[O:11])C)(=O)C(C)C.C(=O)([O-])O[C:25]1C=CC([N+]([O-])=O)=[CH:27][C:26]=1[CH:34]([O:36][C:37](=[O:41])[CH:38]([CH3:40])[CH3:39])C>>[C:37]([O:36][CH:34]([O:11][C:10]([NH:12][CH2:13][CH:14]([CH2:19][CH:20]([CH3:22])[CH3:21])[CH2:15][C:16]([OH:18])=[O:17])=[O:9])[CH:26]([CH3:25])[CH3:27])(=[O:41])[CH:38]([CH3:39])[CH3:40]

Participants

3

Reactant 2

HCID 160592343-{[(alpha-Isobutanoyloxyethoxy)carbonyl]aminomethyl]-5-Methylhexanoic AcidHCID 66753307HCID 66753307, compound

Product 1

HCID 22272016HCID 22272016, compoundYield 51%

Procedure

Following the procedure of preparation for (110), and substituting (114) for (111), provided the title compound as a mixture of two diastereomers in 51% yield. 1H-NMR (CDCl3, 400 MHz): δ 0.89 (m, 12H), 1.17 (m, 8H), 1.65 (m, 1H), 2.02 (m, 1H), 2.16 (m, 1H), 2.33 (m, 2H), 2.56 (m, 1H), 3.13 (m, 1H), 3.30 (m, 1H), 5.00 (m, 1H), 6.57–6.56 (m, 1H).

Sources & evidence

ORD record
ord-343b1d37df394b9fb474956719aab5a7
Source dataset
uspto-grants-2007_03
Patent number
US07186855B2

Reaction notes

Loading…