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inquiry2-Deoxy-alpha-D-erythropentofuranosyl chloride 3,5-bis(4-methylbenzoate) CAS:4330-21-6 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical inter
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inquiry2-Deoxy-alpha-D-erythropentofuranosyl chloride 3,5-bis(4-methylbenzoate) Appearance:Solid Storage:Room Temperature Package:according to customers' requirements Application:Organic synthesis Transportation:By air(EMS or EUB or FedEx or TNT ect...)
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inquiryProduct name: 1-Choro-2-Deoxy-3,5-di-O-toluoyl-D-Ribofuranose CAS No.:4330-21-6 Molecule Formula:C21H21ClO5 Molecule Weight:388.84 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard
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inquiry1, High quality with competitive price:2, Fast and safe delivery3.Excellent pre-sales and after-sales service4. Well-trained and professional technologist and sales with rich experience in the field for 5-10 yearsAppearance:see detailed specification
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inquirymethyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
With acetyl chloride In acetic acid at 20℃; | 79% |
With hydrogenchloride In acetic acid at 10℃; for 1h; | 72% |
With hydrogenchloride; acetic acid In 1,4-dioxane | 70% |
1-O-methyl-2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythro-pentofuranose
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether at 0℃; for 0.166667h; | 72% |
4-methyl-benzoyl chloride
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
Stage #1: D-2-deoxyribose With acetyl chloride In methanol at 20℃; for 1.16667h; Inert atmosphere; Stage #2: 4-methyl-benzoyl chloride With pyridine In methanol at 0 - 20℃; Inert atmosphere; Stage #3: With acetic acid; acetyl chloride In methanol at 0℃; Inert atmosphere; | 36% |
1-O-methyl-2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranose
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: AcCl / 2 h / 20 °C 1.2: DMAP; pyridine / 12 h / 0 °C 2.1: 72 percent / HCl gas / diethyl ether / 0.17 h / 0 °C View Scheme | |
Multi-step reaction with 3 steps 1: 96 percent / hydrogen chloride / 2 h 2: 85 percent / pyridine / 20 °C 3: 72 percent / HCl / acetic acid / 1 h / 10 °C View Scheme | |
Multi-step reaction with 3 steps 1: hydrogenchloride / 0.42 h / 20 °C 2: pyridine / 0 - 20 °C / Inert atmosphere 3: hydrogenchloride; acetic acid View Scheme |
4-methyl-benzoyl chloride
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: AcCl / 2 h / 20 °C 1.2: DMAP; pyridine / 12 h / 0 °C 2.1: 72 percent / HCl gas / diethyl ether / 0.17 h / 0 °C View Scheme |
p-methylbenzoic anhydride
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 90 percent / NaH / tetrahydrofuran / 4 h / 60 - 70 °C 2: HCl / diethyl ether View Scheme |
4-methyl-benzoyl chloride
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / Et3N / acetone 2: HCl / diethyl ether View Scheme | |
Multi-step reaction with 3 steps 1: Et3N; H2O / acetone / 2 h 2: 90 percent / NaH / tetrahydrofuran / 4 h / 60 - 70 °C 3: HCl / diethyl ether View Scheme |
1-O-methyl-2-deoxy-D-ribofuranoside
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / Et3N / acetone 2: HCl / diethyl ether View Scheme | |
Multi-step reaction with 2 steps 1: 85 percent / pyridine / 20 °C 2: 72 percent / HCl / acetic acid / 1 h / 10 °C View Scheme | |
Multi-step reaction with 2 steps 1: pyridine / Ambient temperature 2: HCl View Scheme |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: HCl / 0.42 h / Ambient temperature 2: pyridine / Ambient temperature 3: HCl View Scheme |
2-deoxy-D-ribose
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: acetyl chloride / 0.5 h / 5 - 10 °C 1.2: 5 h / 5 - 10 °C 2.1: dmap; triethylamine / toluene / 2 h / 25 - 30 °C 3.1: hydrogenchloride; acetyl chloride; acetic acid / 1,4-dioxane; chloroform / 3.25 h / 10 - 15 °C View Scheme |
2-chloro-6-(2-pentylimidazol-1-yl)purine
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
2-chloro-9-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-6-(2-pentylimidazol-1-yl)purine
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane; acetonitrile at 0 - 20℃; for 22h; | 100% |
2-chloro-6-(4,5-diphenylimidazol-1-yl)purine
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane; acetonitrile at 0 - 20℃; for 22h; | 100% |
Stage #1: 2-chloro-6-(4,5-diphenylimidazol-1-yl)purine With sodium hydride In acetonitrile at 20℃; for 8h; Stage #2: 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride In dichloromethane; acetonitrile at 0℃; for 22h; | 100% |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane; acetonitrile at 0 - 20℃; for 22h; | 100% |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
5-Cyclohexyl-2,4-bis-trimethylsilanyloxy-pyrimidine
C31H34N2O7
Conditions | Yield |
---|---|
In chloroform Ambient temperature; | 99% |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane; acetonitrile at 0 - 20℃; for 22h; | 99% |
4,6-difluoro-1H-indole
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
1-[2'-deoxy-3',5'-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-4,6-difluoroindole
Conditions | Yield |
---|---|
With sodium hydride In acetonitrile at 20℃; for 0.333333h; | 99% |
With sodium hydride In acetonitrile for 0.333333h; | 99% |
7-fluoro-1H-indole
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
1-[2'-deoxy-3',5'-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-7-fluoroindole
Conditions | Yield |
---|---|
With sodium hydride In acetonitrile at 20℃; for 0.333333h; | 99% |
With sodium hydride In acetonitrile for 0.333333h; | 99% |
3-(2-cyanovinyl)carbazole
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
C36H30N2O5
Conditions | Yield |
---|---|
Stage #1: 3-(2-cyanovinyl)carbazole With potassium hydroxide; Tris(3,6-dioxaheptyl)amine In acetonitrile at 20℃; for 0.5h; Stage #2: 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride In acetonitrile at 20℃; for 1h; | 99% |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
5-tert-butyl-2,4-bis-trimethylsilanyloxy-pyrimidine
C29H32N2O7
Conditions | Yield |
---|---|
In chloroform Ambient temperature; | 98% |
4-cyanoindole
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
Stage #1: 4-cyanoindole With sodium hydride In acetonitrile; mineral oil at 20℃; for 0.5h; Stage #2: 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride In acetonitrile; mineral oil at 20℃; for 5.5h; | 98% |
Stage #1: 4-cyanoindole With sodium hydride In acetonitrile; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride In acetonitrile; mineral oil at 20℃; Inert atmosphere; | 72% |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
5-Cyclopentyl-2,4-bis-trimethylsilanyloxy-pyrimidine
C30H32N2O7
Conditions | Yield |
---|---|
In chloroform Ambient temperature; | 96% |
indole
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
1-(2-deoxy-3,5-di-O-p-toluyl-β-D-ribofuranosyl)indole
Conditions | Yield |
---|---|
With sodium hydride In acetonitrile for 0.333333h; | 95% |
With sodium hydride In acetonitrile at 0℃; | 73% |
With sodium hydride In acetonitrile at 20℃; for 24h; | 54% |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
dibutyl 1H-imidazole-4,5-dicarboxylate
butyl 1-(2'-deoxy-3',5'-di-O-p-toluoyl-β-D-erythropentofuranosyl)-4,5-imidazoledicarboxylate
Conditions | Yield |
---|---|
With sodium hydride In acetonitrile at 20℃; for 3h; | 95% |
2-chloro-6-(2-propylimidazol-1-yl)purine
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
2-chloro-9-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-6-(2-propylimidazol-1-yl)purine
Conditions | Yield |
---|---|
With sodium hydride In dichloromethane; acetonitrile at 0 - 20℃; for 5h; | 95% |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
2-trimethylsilylthio-4-trimethylsilyloxypyrimidine
1-(2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-ribofuranosyl)-2-thiouracil
Conditions | Yield |
---|---|
With tin(IV) chloride In 1,2-dichloro-ethane at -40℃; | 94% |
With tin(IV) chloride In various solvent(s) at -40℃; for 6.5h; Mechanism; var. solvents, var. temperat.; | 93.9% |
With tin(IV) chloride In various solvent(s) at -40℃; for 6.5h; | 93.9% |
4-fluoroindole
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
1-[2'-deoxy-3',5'-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-4-fluoroindole
Conditions | Yield |
---|---|
With sodium hydride In acetonitrile at 20℃; for 0.333333h; | 94% |
With sodium hydride In acetonitrile for 0.333333h; | 94% |
6-fluoro-1H-indole
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
1-[2'-deoxy-3',5'-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-fluoroindole
Conditions | Yield |
---|---|
With sodium hydride In acetonitrile at 20℃; for 0.333333h; | 94% |
With sodium hydride In acetonitrile for 0.333333h; | 93% |
C19H23N5O2
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
A
C40H43N5O7
Conditions | Yield |
---|---|
Stage #1: C19H23N5O2 With sodium hydride In acetonitrile at 25℃; Inert atmosphere; Stage #2: 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride In acetonitrile at 25℃; for 2h; Inert atmosphere; regioselective reaction; | A 94% B n/a C n/a |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
5-cyclopropyl-2,4-bis(trimethylsilyloxy)pyrimidine
5-cyclopropyl-1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythropentofuranosyl]uracil
Conditions | Yield |
---|---|
In chloroform Ambient temperature; | 92% |
5-fluoro-1H-indole
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
1-[2'-deoxy-3',5'-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-5-fluoroindole
Conditions | Yield |
---|---|
With sodium hydride In acetonitrile at 20℃; for 0.333333h; | 92% |
With sodium hydride In acetonitrile for 0.333333h; | 92% |
Stage #1: 5-fluoro-1H-indole With sodium hydride In acetonitrile at 20℃; for 0.5h; Metallation; Stage #2: 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride for 2h; Substitution; |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
2,5,6-trichloroindole
1-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-2,5,6-trichloroindole
Conditions | Yield |
---|---|
Stage #1: 2,5,6-trichloroindole With sodium hydride In acetonitrile at 20℃; for 0.166667h; Metallation; Stage #2: 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride In acetonitrile for 0.333333h; Glycosylation; Further stages.; | 92% |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
2-benzylthio-5,6-dichloroindole
2-benzylthio-1-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-5,6-dichloroindole
Conditions | Yield |
---|---|
Stage #1: 2-benzylthio-5,6-dichloroindole With sodium hydride In acetonitrile at 20℃; for 0.166667h; Metallation; Stage #2: 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride In acetonitrile for 0.333333h; Glycosylation; Further stages.; | 92% |
ethynylmagnesium chloride
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; | 92% |
5,6-dichlorobenzimidazole
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
Stage #1: 5,6-dichlorobenzimidazole With sodium hydride In acetonitrile at 0 - 20℃; for 1h; Stage #2: 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride In acetonitrile at 0 - 20℃; for 2h; | 92% |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
4-chloro-1H-pyrimido[4,5-b]indole
4-chloro-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-7H-pyrimido-[4,5-b]indole
Conditions | Yield |
---|---|
Stage #1: 4-chloro-1H-pyrimido[4,5-b]indole With sodium hydride In acetonitrile for 0.166667h; Heating; Stage #2: 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride In acetonitrile at 20℃; for 1h; | 91% |
dimethyl 2-bromo-1H-imidazole-4,5-dicarboxylate
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
2-bromo-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythropentofuranosyl)imidazole-4,5-dicarboxylic acid dimethyl ester
Conditions | Yield |
---|---|
With Proton Sponge In acetonitrile at 20℃; for 3h; | 91% |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
4,6-dichloro-1H-pyrrolo<3,2-c>pyridine
4,6-Dichloro-1-<2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl>-1H-pyrrolo<3,2-c>pyridine
Conditions | Yield |
---|---|
With potassium hydroxide; cryptand TDA-1 In acetonitrile for 0.75h; Ambient temperature; | 90% |
With sodium hydride 1.) acetonitrile, r.t., 30 min; 2.) 50 deg C, 2 h; Yield given. Multistep reaction; |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
(2R,3S)-5β-azido-2-{[(4-methylbenzoyl)oxy]methyl}tetrahydrofuran-3-yl 4-methylbenzoate
Conditions | Yield |
---|---|
With cesium azide In dimethyl sulfoxide | 90% |
With potassium azide In dimethyl sulfoxide at 20℃; for 1h; Substitution; |
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
4-(3-tert-butoxycarbonylamino-propylcarbamoyl)-1H-pyrrole-3-carboxylic acid ethyl ester
4-(3-tert-butoxycarbonylamino-propylcarbamoyl)-1-[4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrrole-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With sodium hydride In acetonitrile | 90% |
4,5,6,7-tetrafluoro-1H-indole
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride
Conditions | Yield |
---|---|
Stage #1: 4,5,6,7-tetrafluoro-1H-indole With sodium hydride In acetonitrile for 0.5h; Stage #2: 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride In acetonitrile at -5℃; for 1h; | 90% |
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