Citric Acid → HCID 67049798、化合物

HRID 2063322ノート

反応式

HRID 2063322 の反応式
[BH4-].[Li+].[C:3]([O:7][C:8]([NH:10][C:11]1[C:12]([NH:16][C:17]([C:19]2[CH:24]=[CH:23][C:22]([C:25](OC)=[O:26])=[CH:21][N:20]=2)=[O:18])=[CH:13][S:14][CH:15]=1)=[O:9])([CH3:6])([CH3:5])[CH3:4].O1CCOCC1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C1COCC1.O>[C:3]([O:7][C:8]([NH:10][C:11]1[C:12]([NH:16][C:17]([C:19]2[CH:24]=[CH:23][C:22]([CH2:25][OH:26])=[CH:21][N:20]=2)=[O:18])=[CH:13][S:14][CH:15]=1)=[O:9])([CH3:6])([CH3:4])[CH3:5]

参加物

7

反応物 4

HCID 311Citric AcidHCID 312751,4-DioxaneHCID 4148881Lithium borohydride2 回HCID 67050039N-(4-t-Butoxycarbonylaminothiophen-3-yl)-5-methoxycarbonylpyridine-2-carboxylic acid amide

生成物 1

HCID 67049798HCID 67049798、化合物収率 95%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Under ice cooling, lithium tetrahydroborate (1.5 g, 70 mmol) was added to a mixed solution of N-(4-t-butoxycarbonylaminothiophen-3-yl)-5-methoxycarbonylpyridine-2-carboxylic acid amide (Reference Compound No. 2-1, 24 g, 64 mmol) in THF (1.3 L)-1,4-dioxane (1.3 L), and then the reaction mixture was stirred at same temperature overnight. Lithium tetrahydroborate (0.30 g, 14 mmol) was added thereto and the mixture was stirred at room temperature for 2 hours. Under ice cooling, water (0.40 L) and 10% aqueous citric acid solution (25 mL) were added thereto. The precipitates were filtered off and the filtrate was evaporated under reduced pressure. Water (0.30 L) was added thereto and the precipitates were filtered and dried under reduced pressure to give 21 g of the title reference compound as a pale yellow solid. (Yield 95%)

後処理

  1. filtrationThe precipitates were filtered off
  2. customthe filtrate was evaporated under reduced pressure
  3. additionWater (0.30 L) was added
  4. filtrationthe precipitates were filtered
  5. customdried under reduced pressure
  6. customto give 21 g of the title reference compound as a pale yellow solid

出典と根拠

ORDレコード
ord-b0c1a09ff627463486a0536c79d92dd2
出典データセット
uspto-grants-2012_10
特許番号
US08288380B2

反応ノート

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