p-Octylbenzoic acid → HCID 67197771, compound

HRID 2360349Notes

Reaction equation

HRID 2360349 reaction equation
[NH2:1][C@@H:2]([C:4]([O:6][CH3:7])=[O:5])[CH3:3].Cl.[CH2:9]([C:17]1[CH:25]=[CH:24][C:20]([C:21](O)=[O:22])=[CH:19][CH:18]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>>[CH2:9]([C:17]1[CH:18]=[CH:19][C:20]([C:21]([NH:1][C@@H:2]([CH3:3])[C:4]([O:6][CH3:7])=[O:5])=[O:22])=[CH:24][CH:25]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 19147p-Octylbenzoic acidHCID 11182647Methyl D-alaninate hydrochloride

Product 1

HCID 67197771HCID 67197771, compound

Procedure

General procedure F was used to couple 0.31 mmols of H-D-Ala-OMe.HCl to 0.31 mmols of 2. The product was isolated by flash chromatography to yield 0.075 g (0.23 mmols). 1H NMR (300 MHz, CDCl3) δ 7.75 (d, J=8.1, 2H), 7.27 (d, J=8.1, 2H), 6.77 (s, 1H), 4.84 (s, 1H), 3.82 (s, 3H), 2.79-2.60 (m, 2H), 1.64 (s, 2H), 1.55 (d, J=7.1, 3H), 1.29 (s, 14H), 0.90 (t, J=6.9, 3H).

Workup

  1. customThe product was isolated by flash chromatography
  2. customto yield 0.075 g (0.23 mmols)

Sources & evidence

ORD record
ord-037420c138b5478591ab61e8c18afb45
Source dataset
uspto-grants-2014_04
Patent number
US08686046B2

Reaction notes

Loading…