Ganciclovir synthesis
- Product Name:Ganciclovir
- CAS Number:82410-32-0
- Molecular formula:C9H13N5O4
- Molecular Weight:255.23
![N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide](/CAS/GIF/86357-14-4.gif)
86357-14-4
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82410-32-0
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Yield:82410-32-0 87%
Reaction Conditions:
with acetic acid in water;methylamine
Steps:
8 Preparation of 9-(1,3-dihydroxy-2-propoxymethyl)guanine 12 and 7-(1,3-dihydroxy-2-propoxymethyl)guanine 11
Example 8 Preparation of 9-(1,3-dihydroxy-2-propoxymethyl)guanine 12 and 7-(1,3-dihydroxy-2-propoxymethyl)guanine 11 Compound 9 (8.0 g) was dissolved in 100 ml of aqueous methylamine (40%) and gently refluxed for 1.5 hours, and then was evaporated to dryness to give a white solid. The solid was crystallized from 50 ml of water and 10 drops of acetic acid (to neutralize amine and remove the color) to give a white crystalline product 12 (4.63 g, 87%). mp>300° (dec.); Rf 0.62 (CH3 OH:CHCl3 =1:1); UV (H2 O) pH7 λmax 251.5 (ε 10180), 272.0 (sh, ε 7500), pH2 λmax 253.5 (ε9840), pH 11 λmax 265.6 (ε 8060); 1 H NMR (DMSO-d6) δ 10.64 (s, 1H, AcNH, D2 O exchangeable), 7.80 (s, 1H, 8-H), 6.49 (s, 2H, NH2 D2 O exchangeable), 5.43 (s, 2H, 1'-H), 4.61 (t, 2H, OH, D2 O exchangeable), 3.55-3.28 (m, 5H, 4'-H, 5'-H, 3'-H).
References:
University of Georgia Research Foundation, Inc. US5583225, 1996, A
![1,1'-[[2-(Chloromethoxy)-1,3-propanediyl]bis(oxymethylene)]bisbenzene](/CAS/20150408/GIF/74564-16-2.gif)
![6H-Purin-6-one, 1,9-dihydro-9-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]-](/CAS/20210305/GIF/84960-04-3.gif)
84960-04-3
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82410-32-0
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![Acetamide, N-[6,9-dihydro-6-oxo-9-[[2-(phenylmethoxy)-1-[(phenylmethoxy)methyl]ethoxy]methyl]-1H-purin-2-yl]-](/CAS/20210305/GIF/82410-30-8.gif)
82410-30-8
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82410-32-0
578 suppliers
$5.00/100mg
73-40-5
698 suppliers
$5.00/5g
82410-32-0
578 suppliers
$5.00/100mg