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inquiryGuanosine,2'-deoxy-6-O-methyl-Appearance:Off white to slight yellow solid Storage:Store in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/Pharmaceutical intermediates Transportation:By Sea,by Air,By
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2'-deoxy-N2-isobutyryl-O6-methylguanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
With ammonium hydroxide at 50℃; for 72h; | 100% |
With potassium hydroxide for 8h; Ambient temperature; | 99% |
With potassium hydroxide at 22℃; Rate constant; |
2-N-trifluoroacetamido-6-pentafluorophenoxy-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine
sodium methylate
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
In methanol at 55℃; for 36h; | 85% |
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
With sodium methylate In methanol for 1h; | 76% |
sodium methylate
2-amino-6-chloro-9-[(3’,5’-di-O-acetyl-2’-deoxy)-β-D-ribofuranosyl]purine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
In methanol at 0 - 20℃; for 6h; Inert atmosphere; | 69% |
(2R,3S,5R)-5-(2-Amino-6-methoxy-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane for 0.166667h; | 54% |
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-(imidazol-1-yl)purine
methanol
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
With Dowex 1 x 2 (OH-) resin at 20℃; | 52% |
trimethylsulphonium hydroxide
2'-Deoxyguanosine
A
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
B
N1-methyl-2'-deoxyguanosine
C
2'-deoxy-7-methylguanosine
D
9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-methyl-2-methylamino-1,9-dihydro-purin-6-one
Conditions | Yield |
---|---|
In methanol; N,N-dimethyl-formamide at 70℃; for 1h; Further byproducts given; | A 6 mg B 23% C n/a D 7 mg |
In methanol; N,N-dimethyl-formamide at 70℃; for 1h; Further byproducts given; | A 6 mg B 19 mg C n/a D 7 mg |
sodium methylate
2'-Deoxyguanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
With pyridine; trifluoroacetic anhydride 1. ice bath, 10 min, 2. methanol, 24 h; Yield given. Multistep reaction; |
1-methyl-1-nitrosourea
2'-Deoxyguanosine
A
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
B
N1-methyl-2'-deoxyguanosine
C
methylphosphate
D
dimethylphosphoric acid
E
7-methylguanine
F
N7-Me-dGuo
Conditions | Yield |
---|---|
With sodium hydroxide; phosphate buffer In methanol; water at 37℃; Product distribution; various pH values; |
N2-phenylacetyl-O6-methoxycarbonylmethyl-2'-deoxyguanosine
A
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
B
[2-Amino-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yloxy]-acetic acid methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In methanol at 20℃; Product distribution; Further Variations:; Reagents; Hydrolysis; |
N2-phenylacetyl-O6-methoxycarbonylmethyl-2'-deoxyguanosine
A
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
With sodium hydroxide In water at 20℃; Product distribution; Further Variations:; Reagents; Hydrolysis; |
Methyl methanesulfonate
A
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
B
7-methylguanine
C
3-methyladenine
Conditions | Yield |
---|---|
In various solvent(s) at 20℃; for 24h; pH=7.8; Methylation; |
A
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
B
7-methylguanine
C
3-methyladenine
Conditions | Yield |
---|---|
In various solvent(s) at 20℃; for 24h; pH=8.0; Methylation; |
2-amino-9-(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-6-(imidazol-1-yl)purine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 407 mg / NH3 / methanol / 3 h / 70 °C 2: 52 percent / Dowex 1 x 2 (OH-) resin / 20 °C View Scheme |
3',5'-di-O-acetyl-2'-deoxy-2-N-(mono-p-methoxytrityl)guanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: Ph3P; I2; EtN(iPr)2 / toluene / 2 h / 80 °C 2: 813 mg / AcOH; H2O / dioxane / 3 h / 55 °C 3: 407 mg / NH3 / methanol / 3 h / 70 °C 4: 52 percent / Dowex 1 x 2 (OH-) resin / 20 °C View Scheme |
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 813 mg / AcOH; H2O / dioxane / 3 h / 55 °C 2: 407 mg / NH3 / methanol / 3 h / 70 °C 3: 52 percent / Dowex 1 x 2 (OH-) resin / 20 °C View Scheme |
3',5'-di-O-acetyl-2'-deoxy-2-N-(di-p-methoxytrityl)guanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: Ph3P; I2; EtN(iPr)2 / toluene / 2 h / 80 °C 2: AcOH; H2O / dioxane / 20 °C 3: 407 mg / NH3 / methanol / 3 h / 70 °C 4: 52 percent / Dowex 1 x 2 (OH-) resin / 20 °C View Scheme |
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: AcOH; H2O / dioxane / 20 °C 2: 407 mg / NH3 / methanol / 3 h / 70 °C 3: 52 percent / Dowex 1 x 2 (OH-) resin / 20 °C View Scheme |
3',5'-di-O-acetyl-2'-deoxyguanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 95 percent / pyridine; EtN(iPr)2 / 20 °C 2: Ph3P; I2; EtN(iPr)2 / toluene / 2 h / 80 °C 3: AcOH; H2O / dioxane / 20 °C 4: 407 mg / NH3 / methanol / 3 h / 70 °C 5: 52 percent / Dowex 1 x 2 (OH-) resin / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: 97 percent / pyridine; EtN(iPr)2 / 15 h / 20 °C 2: Ph3P; I2; EtN(iPr)2 / toluene / 2 h / 80 °C 3: 813 mg / AcOH; H2O / dioxane / 3 h / 55 °C 4: 407 mg / NH3 / methanol / 3 h / 70 °C 5: 52 percent / Dowex 1 x 2 (OH-) resin / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: N-benzyl-N,N,N-triethylammonium chloride; N,N-dimethyl-aniline; trichlorophosphate / acetonitrile / 1.17 h / 0 °C / Inert atmosphere; Reflux 2: methanol / 6 h / 0 - 20 °C / Inert atmosphere View Scheme |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 48 percent / powdered KOH, tris<2-(2-methoxy-ethoxy)ethyl>amine / acetonitrile / 0.25 h 2: 76 percent / 0.1M NaOMe / methanol / 1 h View Scheme |
O-methylguanine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 48 percent / powdered KOH, tris<2-(2-methoxy-ethoxy)ethyl>amine / acetonitrile / 0.25 h 2: 76 percent / 0.1M NaOMe / methanol / 1 h View Scheme |
2-N-3',5'-O-triisobutyryl-6-O-(2,4,6-triisopropylbenzenesulfonyl)-2'-deoxyguanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) Me3N, 2.) 1,8-diazabicyclo<5.4.0>undecene, 3.) NaOH 2: KOH-methanol / 22 °C View Scheme | |
Multi-step reaction with 3 steps 1: CH2Cl2 / 0.17 h / 0 °C 2: 1.) DBU 2.) 1N NaOH / 0.17 h / 0 °C 3: 100 percent / NH4OH / 72 h / 50 °C View Scheme |
5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: N-methylimidazole (NMI) / pyridine / 0.5 h / 20 °C 2: 81 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 16 h 3: 71 percent / N-methylpyrrolidine, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH2Cl2 / 20 h / 20 °C 4: 85 percent / NH3 / methanol / 16 h / 0 - 5 °C 5: 54 percent / TFA / CH2Cl2 / 0.17 h View Scheme |
5'-O-(4,4'-dimethoxytrityl)-2-N-(diphenylacetyl)-2'-deoxyguanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: conc. NH4OH / dioxane / 24 h / 50 °C 2: N-methylimidazole (NMI) / pyridine / 0.5 h / 20 °C 3: 81 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 16 h 4: 71 percent / N-methylpyrrolidine, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH2Cl2 / 20 h / 20 °C 5: 85 percent / NH3 / methanol / 16 h / 0 - 5 °C 6: 54 percent / TFA / CH2Cl2 / 0.17 h View Scheme |
2-N-diphenylacetyl-2'-deoxyguanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 88 percent / pyridine / 1 h / 20 °C 2: conc. NH4OH / dioxane / 24 h / 50 °C 3: N-methylimidazole (NMI) / pyridine / 0.5 h / 20 °C 4: 81 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 16 h 5: 71 percent / N-methylpyrrolidine, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH2Cl2 / 20 h / 20 °C 6: 85 percent / NH3 / methanol / 16 h / 0 - 5 °C 7: 54 percent / TFA / CH2Cl2 / 0.17 h View Scheme |
3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-6-O-methyl-2'-deoxyguanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / NH3 / methanol / 16 h / 0 - 5 °C 2: 54 percent / TFA / CH2Cl2 / 0.17 h View Scheme |
3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 81 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 16 h 2: 71 percent / N-methylpyrrolidine, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH2Cl2 / 20 h / 20 °C 3: 85 percent / NH3 / methanol / 16 h / 0 - 5 °C 4: 54 percent / TFA / CH2Cl2 / 0.17 h View Scheme |
3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-6-O-<(2,4,6-triisopropylphenyl)sulfonyl>-2'-deoxyguanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 71 percent / N-methylpyrrolidine, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH2Cl2 / 20 h / 20 °C 2: 85 percent / NH3 / methanol / 16 h / 0 - 5 °C 3: 54 percent / TFA / CH2Cl2 / 0.17 h View Scheme |
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) DBU 2.) 1N NaOH / 0.17 h / 0 °C 2: 100 percent / NH4OH / 72 h / 50 °C View Scheme |
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
benzoyl chloride
N2,O3,O5-tribenzoyl-O6-methyldeoxyguanosine
Conditions | Yield |
---|---|
In pyridine 1.) 0 deg C, 0.5 h, 2.) room temperature, 2 h; | 78% |
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
2-Methylpropionic anhydride
2'-deoxy-N2-isobutyryl-O6-methylguanosine
Conditions | Yield |
---|---|
Stage #1: 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine With pyridine; chloro-trimethyl-silane at 20℃; for 4h; Stage #2: 2-Methylpropionic anhydride at 20℃; Stage #3: With ammonia In water at 0℃; for 0.25h; | 69% |
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
(S)-2-[(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester
Conditions | Yield |
---|---|
Stage #1: 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine With tert-butylmagnesium chloride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Stage #2: (S)-2-[(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 48h; | 4% |
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
N2-benzoyl-O6-methyldeoxyguanosine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 78 percent / pyridine / 1.) 0 deg C, 0.5 h, 2.) room temperature, 2 h 2: 77 percent / 2N NaOH / pyridine; ethanol / 0.08 h / Ambient temperature View Scheme |
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxypurine
N-benzoyl-5'-dimethoxytrityl-O6-methyldeoxyguanosine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 78 percent / pyridine / 1.) 0 deg C, 0.5 h, 2.) room temperature, 2 h 2: 77 percent / 2N NaOH / pyridine; ethanol / 0.08 h / Ambient temperature 3: 68 percent / pyridine / 18 h View Scheme |
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