Home Cart 0 Sign in  

[ CAS No. 441785-25-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 441785-25-7
Chemical Structure| 441785-25-7
Structure of 441785-25-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 441785-25-7 ]

Related Doc. of [ 441785-25-7 ]

Alternatived Products of [ 441785-25-7 ]

Product Details of [ 441785-25-7 ]

CAS No. :441785-25-7 MDL No. :MFCD09834071
Formula : C10H14N5O4P Boiling Point : -
Linear Structure Formula :- InChI Key :KDNSSKPZBDNJDF-UHFFFAOYSA-N
M.W : 299.22 Pubchem ID :5270766
Synonyms :
LB80331

Safety of [ 441785-25-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 441785-25-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 441785-25-7 ]

[ 441785-25-7 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 2087939-44-2 ]
  • [ 441785-25-7 ]
YieldReaction ConditionsOperation in experiment
92% With trimethylsilyl bromide In dichloromethane Reflux; 2.5 Step 5. (1- (2-amino-9H-purin-9-yl) methyl) cyclopropoxymethylphosphonic acid (XI-1) A solution of (1- (2-amino-9H-purin-9-yl) methyl) cyclopropoxymethylphosphonate diethyl ester (X-1)(0.51 g, 0.0014 mol) was dissolved in dichloromethane (10 ml)Trimethyl bromosilane (1.1 g, 0.0072 mol) was added and heated to reflux.TLC monitoring reaction is completed,The reaction solution was concentrated under reduced pressure to dryness,With 15% sodium hydroxide solution adjusted to pH 8-11,After washing with dichloromethane (20 ml)Then add 1 M aqueous solution of HCl crystallization,filter,The cake was dried to give 0.39 g of a white solid,The yield was 92%.
90% With trimethylsilyl bromide In dichloromethane at 20℃; for 16h; Cooling with ice; 1.7 Step 7: Preparation of P-[[[1-[(2-amino-9H-indol-9-yl)methyl]cyclopropyl]oxy]methyl]-phosphate (Bexifovir, Besifovir): Compound 25 (5.0 g, 14.07 mmol) was dissolved in anhydrous dichloromethane (20 mL).Trimethylbromosilane (10.8 g, 70.35 mmol) was slowly added dropwise under ice bath.After the dropwise addition, the mixture was transferred to room temperature for 16 h.Directly dry the solvent,Then separately add dichloromethane (30ml × 2),Methanol (30ml × 2),Spin dry,A yellowish solid was obtained.Recrystallization from methanol gave a white solid 9 (3.8 g, 90%).
  • 2
  • [ 441785-25-7 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
91.3% With hydrogen bromide In ethanol at 15 - 45℃; 20 Example 20 Preparation of besifovir hydrobromide (2:1) salt At 40 to 45°C, besifovir 5.0 g (9.48 mmol) and After hydrobromic acid (1.53g) (18 · 91mmol) was dissolved in ethanol (250mL), when it was completely dissolved and concentrated to half the original volume, the mixture was stirred and cooled to 15 ~ 20 °C. The stirring was continued and crystallization was continued; the filter cake was filtered at 30 ~ 35; Drying under reduced pressure at C, gives lesfavir hydrobromide (2:1). Yield 91.3% HPLC purity 99.0%.
  • 3
  • [ 636-61-3 ]
  • [ 441785-25-7 ]
  • C4H6O5*2C10H14N5O4P [ No CAS ]
YieldReaction ConditionsOperation in experiment
93.51% In methanol; at 15 - 45℃; Besifovir 5.0 g (9.48 mmol) and oxalic acid 0.85 g (9.44 mmol) were dissolved in 200 mL of isopropanol at 40-45 C., and the mixture was dissolved and cooled to 15-20 C., Continue stirring crystallization; suction filtration; cake was dried under reduced pressure at 30 ~ 35 C, oxalic acid baisofavir (1: 1). Yield 95.2% HPLC purity 99.6%.
  • 4
  • [ 97-67-6 ]
  • [ 441785-25-7 ]
  • C4H6O5*2C10H14N5O4P [ No CAS ]
YieldReaction ConditionsOperation in experiment
92.3% In tetrahydrofuran at 15 - 45℃; 8 Example 1 Preparation of oxalic acid baisfovir (1: 1) Besifovir 5.0 g (9.48 mmol) and oxalic acid 0.85 g (9.44 mmol) were dissolved in 200 mL of isopropanol at 40-45 °C., and the mixture was dissolved and cooled to 15-20 °C., Continue stirring crystallization; suction filtration; cake was dried under reduced pressure at 30 ~ 35 °C, oxalic acid baisofavir (1: 1). Yield 95.2% HPLC purity 99.6%.
  • 5
  • [ 147-71-7 ]
  • [ 441785-25-7 ]
  • C4H6O6*2C10H14N5O4P [ No CAS ]
YieldReaction ConditionsOperation in experiment
90.6% In ethanol at 15 - 45℃; 10 Example 1 Preparation of oxalic acid baisfovir (1: 1) Besifovir 5.0 g (9.48 mmol) and oxalic acid 0.85 g (9.44 mmol) were dissolved in 200 mL of isopropanol at 40-45 °C., and the mixture was dissolved and cooled to 15-20 °C., Continue stirring crystallization; suction filtration; cake was dried under reduced pressure at 30 ~ 35 °C, oxalic acid baisofavir (1: 1). Yield 95.2% HPLC purity 99.6%.
  • 6
  • [ 87-69-4 ]
  • [ 441785-25-7 ]
  • C4H6O6*C10H14N5O4P [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% In tert-butyl methyl ether; isopropyl alcohol at 45 - 50℃; 13 Example 11 Preparation of General procedure: At 45 ~ 50 °C, Besifovir 5.0 g (9.48 mmol) and 2.05 g (9.48 mmol) of 1,4-butanedisulfonic acid were dissolved in 100 mL of methanol / ethanol (volume ratio 1/1) In a mixed solvent, After dissolving completely, Control the internal temperature of 45 ~ 50 °C, add isopropyl ether 50mL, Dropping after stirring to cool to 15 ~ 20 °C, Continue stirring crystallization; suction filtration; cake was dried under reduced pressure at 35 ~ 40 °C, Bivalirudin disulfonate (1: 1). Yield 94.3% HPLC purity 99.4%.
  • 7
  • [ 130-85-8 ]
  • [ 441785-25-7 ]
  • C23H16O6*2C10H14N5O4P [ No CAS ]
YieldReaction ConditionsOperation in experiment
90.8% In cyclohexane; isopropyl alcohol; at 45 - 50℃; General procedure: At 45 ~ 50 °C, Besifovir 5.0 g (9.48 mmol) and 2.05 g (9.48 mmol) of 1,4-butanedisulfonic acid were dissolved in 100 mL of methanol / ethanol (volume ratio 1/1) In a mixed solvent, After dissolving completely, Control the internal temperature of 45 ~ 50 °C, add isopropyl ether 50mL, Dropping after stirring to cool to 15 ~ 20 °C, Continue stirring crystallization; suction filtration; cake was dried under reduced pressure at 35 ~ 40 °C, Bivalirudin disulfonate (1: 1). Yield 94.3percent HPLC purity 99.4percent.
  • 8
  • [ 110-04-3 ]
  • [ 441785-25-7 ]
  • C2H6O6S2*2C10H14N5O4P [ No CAS ]
YieldReaction ConditionsOperation in experiment
91.2% In methanol; n-heptane at 45 - 50℃; 18 Example 11 Preparation of General procedure: At 45 ~ 50 °C, Besifovir 5.0 g (9.48 mmol) and 2.05 g (9.48 mmol) of 1,4-butanedisulfonic acid were dissolved in 100 mL of methanol / ethanol (volume ratio 1/1) In a mixed solvent, After dissolving completely, Control the internal temperature of 45 ~ 50 °C, add isopropyl ether 50mL, Dropping after stirring to cool to 15 ~ 20 °C, Continue stirring crystallization; suction filtration; cake was dried under reduced pressure at 35 ~ 40 °C, Bivalirudin disulfonate (1: 1). Yield 94.3% HPLC purity 99.4%.
  • 9
  • [ 81-04-9 ]
  • [ 441785-25-7 ]
  • 2C10H8O6S2*C10H14N5O4P [ No CAS ]
YieldReaction ConditionsOperation in experiment
92.3% In ethanol at 45 - 50℃; 19 Example 11 Preparation of General procedure: At 45 ~ 50 °C, Besifovir 5.0 g (9.48 mmol) and 2.05 g (9.48 mmol) of 1,4-butanedisulfonic acid were dissolved in 100 mL of methanol / ethanol (volume ratio 1/1) In a mixed solvent, After dissolving completely, Control the internal temperature of 45 ~ 50 °C, add isopropyl ether 50mL, Dropping after stirring to cool to 15 ~ 20 °C, Continue stirring crystallization; suction filtration; cake was dried under reduced pressure at 35 ~ 40 °C, Bivalirudin disulfonate (1: 1). Yield 94.3% HPLC purity 99.4%.
  • 10
  • [ 91392-66-4 ]
  • [ 441785-25-7 ]
  • [ 2306119-35-5 ]
YieldReaction ConditionsOperation in experiment
56% Stage #1: 3-(4-hydroxy-phenyl)-2,6-dimethyl-3<i>H</i>-pyrimidin-4-one; Besifovir In 1-methyl-pyrrolidin-2-one at 85℃; for 0.5h; Inert atmosphere; Stage #2: With triethylamine In 1-methyl-pyrrolidin-2-one for 0.166667h; Inert atmosphere; Stage #3: With dicyclohexyl-carbodiimide In 1-methyl-pyrrolidin-2-one at 100℃; for 22h; Inert atmosphere; 24 Example 24. Preparation of Intermediates 18a and 18b 1-((2-Amino-9H-purin-9-yl)methyl)cyclopropoxymethylphosphoric acid (50.8 mmol) andThe corresponding compound 3 (102 mmol) was dissolved in N-methylpyrrolidone (39 g) after vacuum drying for half an hour, and the mixture was heated to 85 ° C under nitrogen for 30 minutes, and then triethylamine (62.3 mmol) was added for 10 minutes. Thereafter, the temperature was raised to 100 ° C, and then a solution of 1,3-dicyclohexylcarbodiimide (DCC, 82.9 mmol) in N-methylpyrrolidone (16 g) was slowly added dropwise over 6 hours, and the reaction was further heated for 16 hours. The reaction solution was cooled to 45 ° C, water (30 mL) was added, then the mixture was cooled to room temperature, the solid was removed by filtration, and the filter cake was washed with water (15mL).The combined filtrate and washings were concentrated under reduced pressure, then 30 mL of water was added, and dissolved with 25% sodium hydroxide.The solution was adjusted to pH 11 and filtered over celite. The filtrate was extracted with ethyl acetate. The aqueous phase was adjusted to pH 3 with concentrated hydrochloric acid. After filtration, the crude product was washed with methanol, and then filtered to give a white solid.Intermediate 18a (R1=H): white solid, yield 56%
  • 11
  • [ CAS Unavailable ]
  • [ 441785-25-7 ]
  • [ 2306119-47-9 ]
YieldReaction ConditionsOperation in experiment
50% Stage #1: C12H11N3O2; Besifovir In 1-methyl-pyrrolidin-2-one at 85℃; for 0.5h; Inert atmosphere; Stage #2: With triethylamine In 1-methyl-pyrrolidin-2-one for 0.166667h; Inert atmosphere; Stage #3: With dicyclohexyl-carbodiimide In 1-methyl-pyrrolidin-2-one at 100℃; for 22h; Inert atmosphere; 25 Example 25. Preparation of Intermediate 19a 1-((2-Amino-9H-indol-9-yl)methyl)cyclopropoxymethylphosphoric acid (50.8 mmol) and compound 5a (102 mmol) were dried in vacuo for half an hour, dissolved in N -methylpyrrolidone (39 g), heated to 85 ° C under nitrogen for 30 minutes, added triethylamine (62.3 mmol), reacted for 10 minutes, then warmed to 100 ° C, then slowly added 1 over 6 hours. A solution of 3-dicyclohexylcarbodiimide (DCC, 82.9 mmol) in N-methylpyrrolidone (16 g) was continued and the reaction was continued for 16 h. The reaction solution was cooled to 45 ° C, water (30 mL) was added, then the mixture was cooled to room temperature, and the solid was filtered and washed with water (15mL). The combined filtrate and washings were concentrated under reduced pressure, and then 30 mL of water was added, and the pH was adjusted to 11 with a 25% aqueous sodium hydroxide solution, filtered over celite, and the filtrate was extracted with ethyl acetate.After filtration, the crude product is washed with methanol and beaten.After filtration, a white solid was obtained (yield: 50%
  • 12
  • [ CAS Unavailable ]
  • [ 441785-25-7 ]
  • [ 2306119-49-1 ]
YieldReaction ConditionsOperation in experiment
52% Stage #1: C13H9N3O2; Besifovir In 1-methyl-pyrrolidin-2-one at 85℃; for 0.5h; Inert atmosphere; Stage #2: With triethylamine In 1-methyl-pyrrolidin-2-one for 0.166667h; Inert atmosphere; Stage #3: With dicyclohexyl-carbodiimide In 1-methyl-pyrrolidin-2-one at 100℃; for 22h; Inert atmosphere; 26 Example 26. Preparation of Intermediate 19b 1-((2-Amino-9H-indol-9-yl)methyl)cyclopropoxymethylphosphoric acid (50.8 mmol) and compound 5b (102 mmol) were dried in vacuo for half an hour.Dissolved in N-methylpyrrolidone (39 g), heated to 85 ° C under nitrogen for 30 minutes, then added triethylamine (62.3 mmol), reacted for 10 minutes, and then warmed to 100 ° C,Then, a solution of 1,3-dicyclohexylcarbodiimide (DCC, 82.9 mmol) in N-methylpyrrolidone (16 g) was slowly added dropwise over 6 hours, and the reaction was further heated for 16 hours. The reaction solution was cooled to 45 ° C, water (30 mL) was added, then cooled to room temperature and filtered to remove solids.The filter cake was washed with water (15 mL). The combined filtrate and washings were concentrated under reduced pressure, and then 30 mL of water was added, and the pH was adjusted to 11 with a 25% aqueous sodium hydroxide solution and filtered over Celite.The filtrate was extracted with ethyl acetate, and the aqueous phase was adjusted to pH 3 with concentrated hydrochloric acid.Alcohol washing, beating,After filtration, a white solid was obtained (yield: 52%,
Same Skeleton Products
Historical Records