Lauric Acid → HCID 178443308, compound

HRID 735931Notes

Reaction equation

[OH:1][NH:2][C:3](=[NH:30])[C:4]1[CH:29]=[CH:28][C:7]([CH2:8][N:9]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=2)[C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:6][CH:5]=1.[C:31](O)(=[O:43])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42]>>[C:31]([O:1][NH:2][C:3](=[NH:30])[C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([F:26])([F:25])[F:27])=[CH:20][CH:19]=2)[C:10](=[O:16])[O:11][C:12]([CH3:14])([CH3:15])[CH3:13])=[CH:28][CH:29]=1)(=[O:43])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42]

Participants

Reactant 2

HCID 3893Lauric Acid

HCID 178453064HCID 178453064, compound

Product 1

HCID 178443308HCID 178443308, compoundYield 95%

Procedure

The same procedure as employed in the preparation of Example 10 (step a) but using tert-butyl 4-[(hydroxyamino)(imino)methyl]benzyl[4-(trifluoromethyl)benzyl]carbamate and dodecanoic acid gave the title compound as a colorless oil (95%). 1H NMR (CD3OD, 300 MHz) δ 7.68 (d, 2H, J=7.9 Hz), 7.59 (d, 2H, J=8.0 Hz), 7.27 (m, 4H), 5.08 (br s, 2H), 4.42 (m, 4H), 2.49 (m, 2H), 1.72 (m, 2H), 1.49 (s, 9H), 1.27 (br s, 16H), 0.88 (m, 3H). HPLC (Condition A), Rt: 7.06 min (HPLC purity: 86.0%).

Workup

customThe same procedure as employed in the preparation of Example 10 (step a) but

Sources & evidence

ORD record: ord-da393087c18d406d8bdc6090b97c74f4
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07592477B2

Reaction notes

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