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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
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인쇄 미리보기

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HRID 1095327 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol촉매
HCID 8028
Tetrahydrofuran
용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e10b7082a4f24b19882071410c319e22
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08138172B2

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