Production Method 1

87892-46-4

Reaction Conditions

1.1 Reagents: Methylamine Solvents: Water

Reference

An efficient synthesis of 2-[(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methoxy]-1,3-propanediyl-di-L-valinate an anti-cytomegalovirus agent

Ghali, Nabih; et al, Nucleosides & Nucleotides, 1995, 14(7), 1591-600

Production Method 2

71-30-7

110874-22-1

87892-46-4

Reaction Conditions

1.1 Reagents: Bromotrimethylsilane ,  N,O-Bis(trimethylsilyl)acetamide Solvents: Dichloromethane
1.2 Reagents: Bromotrimethylsilane Solvents: Dichloromethane
1.3 Reagents: Ammonium hydroxide Solvents: Dichloromethane ,  Water
2.1 Reagents: Methylamine Solvents: Water

Reference

An efficient synthesis of 2-[(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methoxy]-1,3-propanediyl-di-L-valinate an anti-cytomegalovirus agent

Ghali, Nabih; et al, Nucleosides & Nucleotides, 1995, 14(7), 1591-600

Production Method 3

71-30-7

110874-22-1

87892-46-4

Reaction Conditions

1.1 Reagents: Potassium iodide ,  Dibenzo-18-crown-6 Solvents: Benzene ,  Acetonitrile
2.1 Reagents: Ammonia Solvents: Methanol

Reference

Efficient synthesis of 1,2-seco and 1,2-seco-2-nor pyrimidine and purine nucleosides

Azymah, Muhammad; et al, Tetrahedron Letters, 1989, 30(45), 6165-8

Production Method 4

90057-04-8

87892-46-4

Reaction Conditions

1.1 Reagents: Phosphorus sulfide (P2S5)
2.1 Reagents: Ammonia

Reference

Acyclic analogs of 2'-deoxynucleosides related to 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine as potential antiviral agents

Martin, John C.; et al, Journal of Medicinal Chemistry, 1985, 28(3), 358-62

Production Method 5

66-22-8

74564-16-2

87892-46-4

Reaction Conditions

1.1 Catalysts: Mercuric cyanide
2.1 -
3.1 -
4.1 Reagents: Phosphorus sulfide (P2S5)
5.1 Reagents: Ammonia

Reference

Acyclic analogs of 2'-deoxynucleosides related to 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine as potential antiviral agents

Martin, John C.; et al, Journal of Medicinal Chemistry, 1985, 28(3), 358-62

Production Method 6

70905-45-2

532-32-1

87892-46-4

613-93-4

Reaction Conditions

1.1 Reagents: 15-Crown-5 Solvents: Dimethylformamide
2.1 Reagents: Boron trifluoride etherate Solvents: Acetic anhydride
3.1 Reagents: Bromotrimethylsilane Solvents: Dichloromethane
4.1 Reagents: Potassium carbonate Solvents: Dichloromethane
5.1 Reagents: Ammonia Solvents: Methanol

Reference

Effect of acyclic pyrimidines related to 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine on herpes viruses

Beauchamp, Lilia M.; et al, Journal of Medicinal Chemistry, 1988, 31(1), 144-9

Production Method 7

87892-46-4

613-93-4

Reaction Conditions

1.1 Reagents: Dimethoxymethane ,  Phosphorus pentoxide Solvents: Chloroform
2.1 Reagents: 15-Crown-5 Solvents: Dimethylformamide
3.1 Reagents: Boron trifluoride etherate Solvents: Acetic anhydride
4.1 Reagents: Bromotrimethylsilane Solvents: Dichloromethane
5.1 Reagents: Potassium carbonate Solvents: Dichloromethane
6.1 Reagents: Ammonia Solvents: Methanol

Reference

Effect of acyclic pyrimidines related to 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine on herpes viruses

Beauchamp, Lilia M.; et al, Journal of Medicinal Chemistry, 1988, 31(1), 144-9

Production Method 8

87892-46-4

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Methanol

Reference

Efficient synthesis of 1,2-seco and 1,2-seco-2-nor pyrimidine and purine nucleosides

Azymah, Muhammad; et al, Tetrahedron Letters, 1989, 30(45), 6165-8

Production Method 9

93503-20-9

87892-46-4

Reaction Conditions

1.1 Reagents: Ammonia

Reference

Acyclic analogs of 2'-deoxynucleosides related to 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine as potential antiviral agents

Martin, John C.; et al, Journal of Medicinal Chemistry, 1985, 28(3), 358-62

Production Method 10

110874-21-0

71-30-7

87892-46-4

Reaction Conditions

1.1 Reagents: Bromotrimethylsilane ,  N,O-Bis(trimethylsilyl)acetamide Solvents: Acetonitrile
1.2 Reagents: Bromotrimethylsilane ,  Trimethylsilyl triflate Solvents: Acetonitrile
1.3 Reagents: Ammonium hydroxide Solvents: Dichloromethane ,  Water
2.1 Reagents: Methylamine Solvents: Water

Reference

An efficient synthesis of 2-[(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methoxy]-1,3-propanediyl-di-L-valinate an anti-cytomegalovirus agent

Ghali, Nabih; et al, Nucleosides & Nucleotides, 1995, 14(7), 1591-600

Production Method 11

90067-88-2

87892-46-4

Reaction Conditions

1.1 -
2.1 Reagents: Phosphorus sulfide (P2S5)
3.1 Reagents: Ammonia

Reference

Acyclic analogs of 2'-deoxynucleosides related to 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine as potential antiviral agents

Martin, John C.; et al, Journal of Medicinal Chemistry, 1985, 28(3), 358-62

Production Method 12

90056-91-0

87892-46-4

Reaction Conditions

1.1 -
2.1 -
3.1 Reagents: Phosphorus sulfide (P2S5)
4.1 Reagents: Ammonia

Reference

Acyclic analogs of 2'-deoxynucleosides related to 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine as potential antiviral agents

Martin, John C.; et al, Journal of Medicinal Chemistry, 1985, 28(3), 358-62

Production Method 13

103824-48-2

87892-46-4

613-93-4

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Methanol

Reference

Effect of acyclic pyrimidines related to 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine on herpes viruses

Beauchamp, Lilia M.; et al, Journal of Medicinal Chemistry, 1988, 31(1), 144-9

Production Method 14

103824-47-1

20461-60-3

87892-46-4

613-93-4

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dichloromethane
2.1 Reagents: Ammonia Solvents: Methanol

Reference

Effect of acyclic pyrimidines related to 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine on herpes viruses

Beauchamp, Lilia M.; et al, Journal of Medicinal Chemistry, 1988, 31(1), 144-9

Production Method 15

110874-22-1

87892-46-4

613-93-4

Reaction Conditions

1.1 Reagents: Bromotrimethylsilane Solvents: Dichloromethane
2.1 Reagents: Potassium carbonate Solvents: Dichloromethane
3.1 Reagents: Ammonia Solvents: Methanol

Reference

Effect of acyclic pyrimidines related to 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine on herpes viruses

Beauchamp, Lilia M.; et al, Journal of Medicinal Chemistry, 1988, 31(1), 144-9

Production Method 16

110874-21-0

87892-46-4

613-93-4

Reaction Conditions

1.1 Reagents: Boron trifluoride etherate Solvents: Acetic anhydride
2.1 Reagents: Bromotrimethylsilane Solvents: Dichloromethane
3.1 Reagents: Potassium carbonate Solvents: Dichloromethane
4.1 Reagents: Ammonia Solvents: Methanol

Reference

Effect of acyclic pyrimidines related to 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine on herpes viruses

Beauchamp, Lilia M.; et al, Journal of Medicinal Chemistry, 1988, 31(1), 144-9

1-[[2-Hydroxy-1-(hydroxy methyl)ethoxy]methyl]cytosine Raw materials

• 2,4(1H,3H)-Pyrimidinedione,1-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]-
• 2,4(1H,3H)-Pyrimidinedione, 1-[[2-(phenylmethoxy)-1-[(phenylmethoxy)methyl]ethoxy]methyl]-
• 1,3-Propanediol, 2-(bromomethoxy)-, dibenzoate
• 2,4-Diethoxypyrimidine
• Uracil
• 2-(Methoxymethoxy)-1,3-propanediyl Dibenzoate
• 2(1H)-Pyrimidinone, 1-[[2-(acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-3,4-dihydro-4-thioxo-
• 6-amino-1H-pyrimidin-2-one
• 1,3-Dichloro-2-(methoxymethoxy)propane
• Sodium benzoate
• Benzene,1,1'-[[2-(chloromethoxy)-1,3-propanediyl]bis(oxymethylene)]bis-
• 2,4(1H,3H)-Pyrimidinedione,1-[[2-(acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-
• 2(1H)-Pyrimidinone, 1-[[2-(benzoyloxy)-1-[(benzoyloxy)methyl]ethoxy]methyl]-4-ethoxy-
• 2-(Acetoxymethoxy)-1,3-propanediyl Dibenzoate

1-[[2-Hydroxy-1-(hydroxy methyl)ethoxy]methyl]cytosine Preparation Products

• N-Methylbenzamide (613-93-4)
• 1-[[2-Hydroxy-1-(hydroxy methyl)ethoxy]methyl]cytosine (87892-46-4)

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