1,3-Benzenedicarboxylic acid, 5-nitro-, 1-methyl ester → 3-(Dipropylcarbamoyl)benzoic acid

HRID 20942

反応式

HRID 20942 の反応式
C(OC([N:8]1[CH2:12][C@H:11](O)[CH2:10][C@@H:9]1[C:14](O)=O)=O)(C)(C)C.N[C:18]1[CH:19]=[C:20]([CH:24]=[C:25]([C:27]([O:29]C)=O)[CH:26]=1)[C:21]([OH:23])=[O:22].[CH3:31]OC(C1C=C(C=C([N+]([O-])=O)C=1)C(O)=O)=O>[Pd].CO>[CH2:12]([N:8]([CH2:9][CH2:14][CH3:31])[C:27]([C:25]1[CH:24]=[C:20]([CH:19]=[CH:18][CH:26]=1)[C:21]([OH:23])=[O:22])=[O:29])[CH2:11][CH3:10]

参加物

6

反応物 3

HCID 747761,3-Benzenedicarboxylic acid, 5-nitro-, 1-methyl esterHCID 688616N-Boc-cis-4-hydroxy-D-prolineHCID 135576433-Amino-5-(methoxycarbonyl)benzoic acid

生成物 1

HCID 1827693-(Dipropylcarbamoyl)benzoic acid

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

Step G (1): 3-amino-5-(methoxycarbonyl)benzoic acid. A suspension of 3-(methoxycarbonyl)-5-nitrobenzoic acid (20.0 g) and palladium on carbon (5 wt %, 4.0 g) in MeOH (600 mL) was shaken in hydrogenator under hydrogen at 50 psi for 3 h. The mixture was filtered and concentrated in vacuo to give the title compound: 1H NMR (CD3OD, 500 MHz) δ ppm 3.90 (3H, s), 7.52 (1H, m), 7.55 (1H, m), 7.92 (1H, m). MS (ESI) (M−H)− 194.08.

後処理

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-fb77046d3e37486f81379248e84a3bd8
出典データセット
uspto-grants-2010_06
特許番号
US07745470B2

関連ノート

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