HCID 86618873, compound → HCID 9975171, compound

HRID 638964Notes

Reaction equation

HRID 638964 reaction equation
C([O:8][NH:9][C:10]([C@H:12]1[C@H:15]([CH2:16][CH3:17])[CH2:14][N:13]1[C:18](=[O:32])[C:19]1[CH:24]=[C:23]([CH2:25][CH2:26][CH3:27])[C:22]([O:28][CH3:29])=[C:21]([O:30][CH3:31])[CH:20]=1)=[O:11])C1C=CC=CC=1.[H][H]>>[OH:8][NH:9][C:10]([C@H:12]1[C@H:15]([CH2:16][CH3:17])[CH2:14][N:13]1[C:18](=[O:32])[C:19]1[CH:24]=[C:23]([CH2:25][CH2:26][CH3:27])[C:22]([O:28][CH3:29])=[C:21]([O:30][CH3:31])[CH:20]=1)=[O:11]

Participants

3

Reactant 2

HCID 86618873HCID 86618873, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 9975171HCID 9975171, compoundYield 90%

Procedure

(+)-trans-1-(3,4-Dimethoxy-5-propylbenzoyl)-3-ethylazetidine-2-carboxylic acid hydroxyamide was prepared from (+)-trans-1-(3,4-dimethoxy-5-propylbenzoyl)-3-ethylazetidine-2-carboxylic acid benzyloxyamide by following Method H in 90% yield. The reaction was conducted at room temperature using a balloon of hydrogen for 1 h. ESMS: 351.6 [M+H]. 1H NMR (300 MHz, CD3OD): 6.93 (s, 1H), 6.90 (s, 1H), 4.80 (m, 1H), 4.48 (m, 1H), 4.32 (m, 1H), 3.75 (s, 3H), 3.71 (s, 3H), 2.62 (m, 1H), 2.49 (t, 2H), 1.85 (m, 1H), 1.72 (m, 1H), 1.50 (m, 2H), 0.84 (t, 6H)

Workup

  1. customwas conducted at room temperature
  2. customfor 1 h

Sources & evidence

ORD record
ord-4b786275f4fc4aafb01b547c79bf74f2
Source dataset
uspto-grants-2010_04
Patent number
US07691843B2

Reaction notes

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