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Sodium borohydride → [4-({[3-(6-Amino-2-butoxy-8-methoxy-9H-purin-9-yl)propyl]amino}methyl)phenyl]acetic acid

HRID 1095327
ノート
印刷プレビュー

反応式

HRID 1095327 の反応式
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[C:13]([O:14][CH3:15])=[N:12][C:11]2[C:6]1=[N:7][C:8]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])=[N:9][C:10]=2[NH2:16].[CH:22]([C:24]1[CH:29]=[CH:28][C:27]([CH2:30][C:31]([OH:33])=[O:32])=[CH:26][CH:25]=1)=O.[BH4-].[Na+]>C1COCC1.CO>[NH2:16][C:10]1[N:9]=[C:8]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])[N:7]=[C:6]2[C:11]=1[N:12]=[C:13]([O:14][CH3:15])[N:5]2[CH2:4][CH2:3][CH2:2][NH:1][CH2:22][C:24]1[CH:25]=[CH:26][C:27]([CH2:30][C:31]([OH:33])=[O:32])=[CH:28][CH:29]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 4311764Sodium borohydrideHCID 113441872-(4-formylphenyl)acetic AcidHCID 231585469-(3-Aminopropyl)-2-butoxy-8-methoxy-9H-purin-6-amine

生成物 1

HCID 66781394[4-({[3-(6-Amino-2-butoxy-8-methoxy-9H-purin-9-yl)propyl]amino}methyl)phenyl]acetic acid

試薬・触媒・溶媒 2

HCID 887Methanol触媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

The product from step (vii) (9.7 g) and (4-formylphenyl)acetic acid (5.4 g) were dissolved in THF (100 ml) and stirred at rt for 4 h. Sodium borohydride (1.9 g) and 5 drops of methanol was added and stirred at a rt overnight. The mixture was quenched with water and concentrated under reduced pressure. Water was added and washed with diethyl ether. 0.1N—HCl was added to acidify the solution to pH 6. The suspension was filtered and the solid collected and dried under reduced pressure to give the subtitle compound. Yield 13 g.

後処理

  1. stirringstirred at a rt overnight
  2. customThe mixture was quenched with water
  3. concentrationconcentrated under reduced pressure
  4. additionWater was added
  5. washwashed with diethyl ether
  6. addition0.1N—HCl was added
  7. filtrationThe suspension was filtered
  8. customthe solid collected
  9. customdried under reduced pressure

出典と根拠

ORDレコード
ord-e10b7082a4f24b19882071410c319e22
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08138172B2

反応ノート

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