Production Method 1

118-00-3

91702-60-2

75128-73-3

Reaction Conditions

1.1 Reagents: p-Toluenesulfonic acid

Reference

Synthesis of novel analogs of acyclovir modified in the side-chain portion by reaction of guanosine with 1,3-dioxolanes

Boryski, Jerzy, Collection Symposium Series, 1999, 2, 43-46

Production Method 2

118-00-3

59278-00-1

91702-60-2

75128-73-3

Reaction Conditions

1.1 Reagents: p-Toluenesulfonic acid ,  Acetic anhydride Solvents: Water

Reference

Synthesis of 9-(2-hydroxyethoxymethyl)guanine (acyclovir) from guanosine

Shiragami, Hiroshi; Koguchi, Yoshihito; Tanaka, Yasuhiro; Takamatsu, Satoshi; Uchida, Yumiko; et al, Nucleosides & Nucleotides, 1995, 14(3-5), 337-40

Production Method 3

30747-23-0

59278-00-1

91702-60-2

75128-73-3

Reaction Conditions

1.1 Reagents: p-Toluenesulfonic acid Solvents: Chlorobenzene

Reference

Application of the transpurination reaction to synthesis of acyclic guanosine analogs

Boryski, Jerzy; Golankiewicz, Bozenna, Nucleosides & Nucleotides, 1989, 8(4), 529-36

Production Method 4

75128-73-3

91702-60-2

Reaction Conditions

Reference

Process for preparing 9-[(2-acetoxyethoxy)methyl]-N2-acetylgunanine as a virucide intermediate

, Czechoslovakia, , ,

Production Method 5

75128-73-3

91702-60-2

Reaction Conditions

Reference

Thermal 7-9 transglycosylation of purine nucleosides and their analogs

Boryski, Jerzy; Golankiewicz, Bozenna, Nucleic Acids Symposium Series, 1987, 18, 45-8

Production Method 6

91702-60-2

Reaction Conditions

Reference

Synthesis of acyclonucleosides of imidazole and purine series

Matsumoto, Hiroatsu; Kaneko, Chisato; Yamada, Keiko; Takeuchi, Tadao; Mori, Takeo; et al, Nucleic Acids Symposium Series, 1986, 17, 5-8

Production Method 7

91702-60-2

Reaction Conditions

Reference

Analogs of purine nucleosides. I. Methods for synthesis of 9-(2-hydroxyethoxymethyl)guanine - acycloguanosine

Madre, M.; Zuk, R.; Lidak, M., Khimiko-Farmatsevticheskii Zhurnal, 1985, 19(11), 1371-5

Production Method 8

3056-33-5

59278-00-1

91702-60-2

Reaction Conditions

1.1 Catalysts: p-Toluenesulfonic acid Solvents: Dimethylformamide ;  rt → 110 °C; 40 h, 110 °C

Reference

Synthesis of Aciclovir related substances

Zhou, Wen-gao, Jingxi Yu Zhuanyong Huaxuepin, 2013, 21(5), 37-39

Production Method 9

19962-37-9

59278-00-1

91702-60-2

75128-73-3

Reaction Conditions

1.1 Catalysts: p-Toluenesulfonic acid Solvents: Dimethyl sulfoxide

Reference

A convenient synthesis of 9-[(2-hydroxyethoxy)methyl]guanine (acyclovir) and related compounds

Matsumoto, Hiroatsu; Kaneko, Chisato; Yamada, Keiko; Takeuchi, Tadao; Mori, Takeo; et al, Chemical & Pharmaceutical Bulletin, 1988, 36(3), 1153-7

Production Method 10

30747-23-0

59278-00-1

91702-60-2

75128-73-3

Reaction Conditions

1.1 Catalysts: p-Toluenesulfonic acid Solvents: Chlorobenzene

Reference

Preparation of guanine derivatives

, Poland, , ,

Production Method 11

118-00-3

59278-00-1

91702-60-2

75128-73-3

Reaction Conditions

1.1 Reagents: p-Toluenesulfonic acid ;  20 h, 100 °C

Reference

Synthesis and comparative cytostatic activity of the new N-7 acyclic purine nucleoside analogues with natural N-9 regioisomers

Prekupec, Svjetlana; Kalokira, Blanka; Grdisa, Mira; Pavelic, Kresimir; De Clereq, Erik; et al, Heterocycles, 2005, 65(4), 787-796

Production Method 12

19962-37-9

59278-00-1

91702-60-2

Reaction Conditions

Reference

N-lower alkaneyl guanine derivatives and their uses

, Japan, , ,

Production Method 13

91702-60-2

Reaction Conditions

Reference

New Analogs of Acyclovir Substituted at the Side Chain

Jahnz-Wechmann, Zofia; Boryski, Jerzy; Izawa, Kunisuke; Onishi, Tomoyuki; Neyts, Johan; et al, Nucleosides, 2007, 26(8-9), 917-920

Production Method 14

91702-60-2

Reaction Conditions

Reference

Regioselective synthesis of acyclovir and its various prodrugs

Gao, Hongwu; Mitra, Ashim K., Synthetic Communications, 2001, 31(9), 1399-1419

Production Method 15

91702-60-2

Reaction Conditions

Reference

A Simple Solution to the Age Old Problem of Regioselective Functionalization of Guanine: First Practical Synthesis of Acyclic N9- and/or N7-Guanine Nucleosides Starting from N2,N9-Diacetylguanine

Singh, Dharmendra; Wani, Mukesh J.; Kumar, Ashok, Journal of Organic Chemistry, 1999, 64(13), 4665-4668

Production Method 16

59278-00-1

91702-60-2

75128-73-3

Reaction Conditions

1.1 Catalysts: Sodium bisulfate Solvents: Toluene ;  rt → reflux
1.2 reflux; 10 h, reflux

Reference

Improvement on synthesis process of acyclovir

Li, Jianjun; Ju, Jinjun; Pu, Tong; Guo, Jingjing; Yu, Chuanming, Huagong Shengchan Yu Jishu, 2012, 19(2), 9-11

Production Method 17

3056-33-5

59278-00-1

91702-60-2

75128-73-3

Reaction Conditions

1.1 Reagents: p-Toluenesulfonic acid Solvents: Dimethyl sulfoxide

Reference

Synthesis of nucleosides

Vorbrueggen, Helmut; Ruh-Pohlenz, Carmen, Organic Reactions (Hoboken, 2000, 55,

N,O-Diacetate Isoacyclovir Raw materials

• Guanosine
• Guanosine, N-acetyl-,2',3',5'-triacetate
• N2,9-Diacetylguanine
• N2-Acetylguanine
• 9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine
• 2-Oxa-1,4-butanediol diacetate

N,O-Diacetate Isoacyclovir Preparation Products

• N,O-Diacetate Isoacyclovir (91702-60-2)
• 9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine (75128-73-3)

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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Imidazopyrimidines Purinones
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Imidazopyrimidines Purines and purine derivatives Purinones

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