Tenofovir supplier | CasNO.147127-20-6

Name
Tenofovir
EINECS 604-571-2
CAS No. 147127-20-6
Article Data66
CAS DataBase
Density 1.79 g/cm³
Solubility Water solubility: 13.4 mg/mL (25 °C)
Melting Point 276-280 °C
Formula C₉H₁₄N₅O₄P
Boiling Point 616.1 °C at 760 mmHg
Molecular Weight 287.215
Flash Point 326.4 °C
Transport Information
Appearance white crystalline solid
Safety
Risk Codes R34
Molecular Structure
Hazard Symbols C
Synonyms (R)-9-[2-(phosphonomethoxy)propyl]adenine;Tenofovir disoproxil fumarate and intermediates;Phosphonic acid, (((1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)-;[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid;Phosphonic acid, ((2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)-, (R)-;
PSA 146.19000
LogP 0.53000

Synthetic route

: 180587-75-1
(R)-diethyl (((1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With hydrogenchloride In N,N-dimethyl-formamide at 130℃; under 7500.75 Torr; for 0.0416667h; Solvent; Pressure; Temperature; Inert atmosphere;	95%
With trimethylsilyl bromide In acetonitrile at 65℃; for 1h;	90%
With sulfuric acid at 90 - 110℃;	83.8%

: (R)-[1-iodo(2-propoxy)]methylphosphonic acid

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With sodium hydroxide In water for 5h; Reflux;	91.8%

: 160616-04-6
bis(2-propyl) (R)-9-(2-phosphonomethoxypropyl)adenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With hydrogenchloride In water at 130 - 140℃; Microwave irradiation; Sealed tube;	91%
With hydrogenchloride In water at 140℃; for 0.5h; Temperature; Time; Reagent/catalyst; Microwave irradiation;	90%
With hydrogenchloride In water at 140℃; for 0.5h; Temperature; Reagent/catalyst; Microwave irradiation;	90%

: (R)-[1-bromo(2-propoxy)]methylphosphonic acid

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With potassium hydroxide In water for 5h; Reflux;	88.7%

: tenofovir disoproxil

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
In ethyl acetate at 0 - 10℃; for 2h; Cooling with ice;	85.4%

: 180587-75-1
(R)-diethyl (((1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate

A: magnesium para-toluenesulfonate

B: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With hydrogen bromide at 100℃; for 15h;	A n/a B 84.6%

: (R)-[1-chloro(2-propoxy)]methylphosphonic acid

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With sodium hydroxide In water for 5h; Reflux;	82.5%

: 161760-09-4
{[(4-methylbenzenesulfonyl)oxy]methyl}phosphonic acid

: 14047-28-0
(R)-9-(2-hydroxypropyl)adenine

A: C9H14N5O4P

B: 147127-20-6
tenofovir

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 0 - 20℃; Solvent; Reagent/catalyst; Temperature; Inert atmosphere; Molecular sieve;	A 12% B 82%

...Expand

: C12H18N5O5P

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
Stage #1: C12H18N5O5P With sodium hydroxide In water for 2h; Cooling with ice; Stage #2: With hydrogenchloride; sodium hydroxide In water at 5℃; for 10h; pH=2.5;	81.3%

: C13H20N5O5P

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With hydrogenchloride In water at 90 - 110℃;	78.1%

: 1-ethyl hydrogen ((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With hydrogenchloride In water at 90 - 110℃;	76.8%

: C13H20N5O5P

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With hydrogenchloride In water at 90 - 110℃;	76.5%

: (R)-[1-fluoro(2-propoxy)]methylphosphonic acid

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With sodium hydroxide In water for 5h; Reflux;	76.2%

: C11H18N5O4P

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With hydrogenchloride In water at 90 - 110℃;	75.7%

: C15H24N5O5P

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With hydrogenchloride In water at 90 - 110℃;	74%
Stage #1: C15H24N5O5P With lithium hydroxide for 2h; Cooling with ice; Stage #2: With hydrogenchloride; sodium hydroxide In water at 5℃; for 10h; pH=2.5;	74.5%

: (di-tert-butoxyphosphoryl)methyl methanesulfonate

: 14047-28-0
(R)-9-(2-hydroxypropyl)adenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
Stage #1: (R)-9-(2-hydroxypropyl)adenine With magnesium 2-methylpropan-2-olate In N,N-dimethyl acetamide at 90℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: (di-tert-butoxyphosphoryl)methyl methanesulfonate In N,N-dimethyl acetamide at 90℃; for 23h; Schlenk technique; Inert atmosphere; Stage #3: With sulfuric acid at 60℃; Reagent/catalyst; Schlenk technique; Inert atmosphere;	72%

: 161760-09-4
{[(4-methylbenzenesulfonyl)oxy]methyl}phosphonic acid

: 14047-28-0
(R)-9-(2-hydroxypropyl)adenine

A: C10H17N5O7P2

B: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With magnesium chloride In 1-methyl-pyrrolidin-2-one at -20 - 20℃; Inert atmosphere;	A 6% B 69%

...Expand

: (di-tert-butoxyphosphoryl)methyl 4-methylbenzenesulfonate

: 14047-28-0
(R)-9-(2-hydroxypropyl)adenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
Stage #1: (R)-9-(2-hydroxypropyl)adenine With magnesium 2-methylpropan-2-olate In N,N-dimethyl-formamide at 80℃; Schlenk technique; Inert atmosphere; Stage #2: (di-tert-butoxyphosphoryl)methyl 4-methylbenzenesulfonate In N,N-dimethyl-formamide at 80℃; for 23h; Schlenk technique; Inert atmosphere; Stage #3: With sulfuric acid at 60℃; Schlenk technique; Inert atmosphere;	68%

: 161760-09-4
{[(4-methylbenzenesulfonyl)oxy]methyl}phosphonic acid

: 14047-28-0
(R)-9-(2-hydroxypropyl)adenine

A: C10H17N5O7P2

B: C9H14N5O4P

C: 147127-20-6
tenofovir

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	A 8% B 11% C 64%

...Expand

: 31618-90-3
diethyl (p-toluenesulfonyloxymethane)phosphonate

: 14047-28-0
(R)-9-(2-hydroxypropyl)adenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With bis(isopropoxy) magnesium In N,N-dimethyl-formamide at 45 - 65℃; for 11h; Autoclave; Inert atmosphere; Large scale;	59.2%
Stage #1: diethyl (p-toluenesulfonyloxymethane)phosphonate; (R)-9-(2-hydroxypropyl)adenine With magnesium 2-methylpropan-2-olate In 1-methyl-pyrrolidin-2-one; toluene at 25 - 75℃; for 6h; Stage #2: With water; acetic acid In 1-methyl-pyrrolidin-2-one; water; acetic acid; toluene for 1h; Stage #3: With hydrogen bromide In 1-methyl-pyrrolidin-2-one; water; toluene at 90 - 95℃;
Stage #1: (R)-9-(2-hydroxypropyl)adenine With magnesium 2-methylpropan-2-olate In N,N-dimethyl-formamide at 20 - 35℃; for 0.5h; Stage #2: diethyl (p-toluenesulfonyloxymethane)phosphonate In N,N-dimethyl-formamide at 75 - 80℃; for 2h; Stage #3: With hydrogenchloride In N,N-dimethyl-formamide at 0 - 95℃; for 9h; Temperature; Reagent/catalyst;	82 g
With trimethylsilyl bromide; water; sodium hydroxide In dichloromethane at 0 - 5℃; for 3h; pH=2.5 - 3;
Stage #1: diethyl (p-toluenesulfonyloxymethane)phosphonate; (R)-9-(2-hydroxypropyl)adenine With alumina-supported potassium hydroxide In N,N-dimethyl-formamide at 40 - 130℃; for 18h; Stage #2: With water at 100 - 105℃; for 18h; Reagent/catalyst; Temperature; Solvent;

: (R)-(((1-chloropropan-2-yl)oxy)methyl)phosphonic acid bis(diethylamide)

: 73-24-5
7H-purin-6-ylamine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
Stage #1: (R)-(((1-chloropropan-2-yl)oxy)methyl)phosphonic acid bis(diethylamide); 7H-purin-6-ylamine With potassium phosphate In N,N-dimethyl acetamide at 120℃; for 24h; Inert atmosphere; Stage #2: With hydrogenchloride In water at 80℃; for 0.75h; Inert atmosphere;	41%

: 180587-75-1
(R)-diethyl (((1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate

A: 147127-20-6
tenofovir

B: (R)-9-(2-phosphonomethoxypropyl)hypoxanthine

Conditions

Conditions	Yield
With hydrogenchloride

: C15H30N5O4PSi2

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
With water	30.3 g
With water In acetonitrile

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaOH / dimethylformamide / 20 h / 140 °C 2: LiOt-Bu / dimethylformamide; tetrahydrofuran / 1 h / 30 - 35 °C 3: 1.) bromotrimethylsilane, 2.) NaOH / 1.) acetonitrile, reflux, 2.) H2O, pH 3 View Scheme
Multi-step reaction with 3 steps 1: sodium hydroxide / N,N-dimethyl-formamide / 120 °C 2: magnesium 2-methylpropan-2-olate / 1-methyl-pyrrolidin-2-one / 70 - 74 °C 3: chloro-trimethyl-silane; sodium bromide / 1-methyl-pyrrolidin-2-one / 0 - 75 °C View Scheme
Multi-step reaction with 3 steps 1.1: potassium hydroxide / N,N-dimethyl-formamide / 0.17 h / 25 - 30 °C 1.2: 25 - 120 °C 1.3: 0.17 h / 55 - 70 °C 2.1: magnesium 2-methylpropan-2-olate / dimethyl sulfoxide / 70 °C 3.1: sodium bromide; chloro-trimethyl-silane / 1-methyl-pyrrolidin-2-one / 16 h / 0 - 75 °C View Scheme

: 14047-28-0
(R)-9-(2-hydroxypropyl)adenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: LiOt-Bu / dimethylformamide; tetrahydrofuran / 1 h / 30 - 35 °C 2: 1.) bromotrimethylsilane, 2.) NaOH / 1.) acetonitrile, reflux, 2.) H2O, pH 3 View Scheme
Multi-step reaction with 2 steps 1: 44 percent / NaH / dimethylformamide / 0 - 20 °C 2: 1.) TMSBr, 2.) H2O / 1.) MeCN, RT, 2.) acetone, 4 deg C View Scheme
Multi-step reaction with 4 steps 1: 1.) chlorotrimethylsilane / 1) pyridine, room temperature, 1 h; 2) pyridine, room temperature, 2 h 2: sodium hydride / dimethylformamide / 48 h / Ambient temperature 3: sodium methoxide / dimethylformamide / Ambient temperature 4: 47 percent / bromotrimethylsilane / acetonitrile / Ambient temperature View Scheme

: 17435-30-2
(R)-1-(5-Amino-6-chloro-pyrimidin-4-ylamino)-propan-2-ol

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 86 percent / conc. HCl / Ambient temperature 2: 91 percent / NH3 / 65 °C 3: 44 percent / NaH / dimethylformamide / 0 - 20 °C 4: 1.) TMSBr, 2.) H2O / 1.) MeCN, RT, 2.) acetone, 4 deg C View Scheme

: 180587-74-0
(R)-1-(6-chloro-9H-purin-9-yl) propan-2-ol

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 91 percent / NH3 / 65 °C 2: 44 percent / NaH / dimethylformamide / 0 - 20 °C 3: 1.) TMSBr, 2.) H2O / 1.) MeCN, RT, 2.) acetone, 4 deg C View Scheme
Multi-step reaction with 2 steps 1: ammonium hydroxide / 1,4-dioxane / 100 - 110 °C / Sealed tube; Large scale 2: bis(isopropoxy) magnesium / N,N-dimethyl-formamide / 11 h / 45 - 65 °C / Autoclave; Inert atmosphere; Large scale View Scheme

: 160616-02-4
(R)-9-<2-(2-tetrahydropyranyloxy)propyl>adenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 85 percent / sulfuric acid / Ambient temperature 2: 1.) chlorotrimethylsilane / 1) pyridine, room temperature, 1 h; 2) pyridine, room temperature, 2 h 3: sodium hydride / dimethylformamide / 48 h / Ambient temperature 4: sodium methoxide / dimethylformamide / Ambient temperature 5: 47 percent / bromotrimethylsilane / acetonitrile / Ambient temperature View Scheme

Yield

Multi-step reaction with 5 steps
1: 85 percent / sulfuric acid / Ambient temperature
2: 1.) chlorotrimethylsilane / 1) pyridine, room temperature, 1 h; 2) pyridine, room temperature, 2 h
3: sodium hydride / dimethylformamide / 48 h / Ambient temperature
4: sodium methoxide / dimethylformamide / Ambient temperature
5: 47 percent / bromotrimethylsilane / acetonitrile / Ambient temperature
View Scheme

: 160616-03-5
(R)-9-(2-hydroxypropyl)-N6-benzoyladenine

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydride / dimethylformamide / 48 h / Ambient temperature 2: sodium methoxide / dimethylformamide / Ambient temperature 3: 47 percent / bromotrimethylsilane / acetonitrile / Ambient temperature View Scheme

: 627510-49-0
[(R)-2-(6-Benzoylamino-purin-9-yl)-1-methyl-ethoxymethyl]-phosphonic acid diisopropyl ester

: 147127-20-6
tenofovir

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium methoxide / dimethylformamide / Ambient temperature 2: 47 percent / bromotrimethylsilane / acetonitrile / Ambient temperature View Scheme

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 147127-20-6
tenofovir

: C12H17Cl2N6O2P

Conditions

Conditions	Yield
With oxalyl dichloride In dichloromethane at 20℃; for 3h; Inert atmosphere;	100%
With oxalyl dichloride In dichloromethane at 20℃; for 3h; Inert atmosphere;	100%

: 147127-20-6
tenofovir

: C9H13N5O4P(1-)*K(1+)

Conditions

Conditions	Yield
With potassium hydrogencarbonate In water at 40℃;	99.5%

: 101-02-0
triphenyl phosphite

: 147127-20-6
tenofovir

: 379270-35-6
((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphoric acid monophenyl ester

Conditions

Conditions	Yield
With pyridine at 50 - 115℃; for 6h;	98%
With dmap; triethylamine at 100 - 110℃; Reagent/catalyst; Temperature;	91%
With dmap; triethylamine In N,N-dimethyl acetamide at 105 - 110℃; for 20h; Reagent/catalyst; Temperature;	89.03%

: 147127-20-6
tenofovir

: C9H13N5O4P(1-)*Cs(1+)

Conditions

Conditions	Yield
With caesium carbonate In water; acetone at 30℃;	97.6%

: 147127-20-6
tenofovir

: C9H13N5O4P(1-)*Li(1+)

Conditions

Conditions	Yield
With lithium hydroxide In acetone at 30℃;	96.5%

: 4712-55-4
diphenyl hydrogen phosphite

: 147127-20-6
tenofovir

: 108-95-2
phenol

: 379270-35-6
((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphoric acid monophenyl ester

Conditions

Conditions	Yield
With pyridine at 100 - 110℃; for 2h;	95%

...Expand

: 147127-20-6
tenofovir

: 108-95-2
phenol

: 379270-35-6
((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphoric acid monophenyl ester

Conditions

Conditions	Yield
With pyridine; dicyclohexyl-carbodiimide at 70℃; for 4h;	93.63%
Stage #1: tenofovir; phenol In acetic acid butyl ester at 20℃; for 1h; Stage #2: With dmap; triethylamine; dicyclohexyl-carbodiimide In acetic acid butyl ester at 90℃; for 24h;	85%
With triphenyl phosphite; dmap; triethylamine In toluene; acetonitrile at 100℃; for 28h; Solvent; Temperature;	83%

: 147127-20-6
tenofovir

: C18H26N10O7P2

Conditions

Conditions	Yield
With pyridine; dmap; phosphoric acid triphenyl ester In toluene; acetonitrile for 24h; Solvent; Temperature; Reagent/catalyst; Reflux;	92.9%
With pyridine; triethylamine; dicyclohexyl-carbodiimide at 70℃; for 3h; Temperature; Reagent/catalyst;	88.7%
With triethylamine; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 90 - 100℃; for 22h; Solvent; Reagent/catalyst; Temperature;	45.5%

: 115-86-6
phosphoric acid triphenyl ester

: 147127-20-6
tenofovir

: 379270-35-6
((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphoric acid monophenyl ester

Conditions

Conditions	Yield
With dmap; triethylamine In 5,5-dimethyl-1,3-cyclohexadiene at 100 - 110℃; for 12h; Temperature; Solvent;	91.97%

: 4712-55-4
diphenyl hydrogen phosphite

: 147127-20-6
tenofovir

: 379270-35-6
((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphoric acid monophenyl ester

Conditions

Conditions	Yield
With pyridine at 110 - 120℃; for 4h;	91.7%

: 35180-01-9
chloromethyl isopropyl carbonate

: 147127-20-6
tenofovir

: tenofovir disoproxil

Conditions

Conditions	Yield
With tetrabutylammomium bromide; triethylamine In 1-methyl-pyrrolidin-2-one at 50℃; Temperature;	91.5%
With triethylamine; N-butylpyridinium tetrafluoroborate at 40℃; for 1.5h; Reagent/catalyst; Temperature;	90.6%
Stage #1: tenofovir With tetrabutylammomium bromide; triethylamine In 1-methyl-pyrrolidin-2-one at 50℃; for 0.5h; Stage #2: chloromethyl isopropyl carbonate In 1-methyl-pyrrolidin-2-one at 60℃; for 4h; Reagent/catalyst; Solvent;	87.6%

: 147127-20-6
tenofovir

: C9H13N5O4P(1-)*Na(1+)

Conditions

Conditions	Yield
With sodium hydroxide In water; acetone at 30℃; Reagent/catalyst; Solvent; Temperature;	90.6%

: 35180-01-9
chloromethyl isopropyl carbonate

: 110-17-8
(2E)-but-2-enedioic acid

: 147127-20-6
tenofovir

: 202138-50-9
tenofovir disoproxyl fumarate

Conditions

Conditions	Yield
Stage #1: tenofovir With triethylamine In 1-methyl-pyrrolidin-2-one at 63℃; for 0.5h; Stage #2: chloromethyl isopropyl carbonate In 1-methyl-pyrrolidin-2-one at 63℃; for 4h; Stage #3: (2E)-but-2-enedioic acid In isopropyl alcohol at 50℃; for 0.5h; Concentration;	90%
Stage #1: chloromethyl isopropyl carbonate; tenofovir With tetrabutylammomium bromide; triethylamine at 50℃; for 3h; Inert atmosphere; Stage #2: (2E)-but-2-enedioic acid In isopropyl alcohol Reagent/catalyst; Temperature; Reflux;	78.8%
Stage #1: chloromethyl isopropyl carbonate; tenofovir With tetrabutylammomium bromide; triethylamine In 1-methyl-pyrrolidin-2-one; toluene at 45 - 55℃; for 5h; Stage #2: (2E)-but-2-enedioic acid In isopropyl alcohol at 50 - 55℃; for 2h;	63.6%

...Expand

: 50-00-0
formaldehyd

: 147127-20-6
tenofovir

: C19H28N10O8P2

Conditions

Conditions	Yield
Stage #1: formaldehyd With hydrogenchloride In N,N-dimethyl-formamide at 35 - 40℃; for 1h; Stage #2: tenofovir at 10 - 15℃; for 48h;	89.5%

: 66003-76-7
Diphenyliodonium triflate

: 147127-20-6
tenofovir

: 379270-35-6
((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphoric acid monophenyl ester

Conditions

Conditions	Yield
With triethylamine In toluene Inert atmosphere; Heating;	88.3%

: diphenyliodonium tetrafluoroborate

: 147127-20-6
tenofovir

: 379270-35-6
((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphoric acid monophenyl ester

Conditions

Conditions	Yield
With dmap In acetic acid butyl ester Inert atmosphere; Heating;	87%

: 1483-73-4
diphenyliodonium bromide

: 147127-20-6
tenofovir

: 379270-35-6
((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphoric acid monophenyl ester

Conditions

Conditions	Yield
With toluene In acetic acid butyl ester at 80℃; Inert atmosphere;	86.3%

: 147127-20-6
tenofovir

: 108-95-2
phenol

: 9-[(R)-2-[[(S)-[bis(phenoxy)phosphinyl]]methoxy]propyl]adenine

Conditions

Conditions	Yield
Stage #1: tenofovir With thionyl chloride In acetonitrile at 70℃; for 2h; Inert atmosphere; Large scale; Stage #2: phenol In acetonitrile at 80℃; for 13h; Large scale;	85%

: 58109-40-3
diphenyliodonium hexafluorophosphate

: 147127-20-6
tenofovir

: 379270-35-6
((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphoric acid monophenyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile Inert atmosphere; Heating;	84.2%

: diphenyliodonium nitrate

: 147127-20-6
tenofovir

: 379270-35-6
((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphoric acid monophenyl ester

Conditions

Conditions	Yield
With potassium tert-butylate In dichloromethane Inert atmosphere; Heating;	80.1%

: 39613-92-8, 62062-56-0, 62062-65-1
alanine isopropyl ester hydrochloride

: 147127-20-6
tenofovir

: P-{[(1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl}-N-[(1S)-1-methyl-2-(1-methylethoxy)-2-oxoethyl]phosphonamidic acid

Conditions

Conditions	Yield
Stage #1: tenofovir With thionyl chloride In toluene at 80 - 90℃; for 20h; Stage #2: alanine isopropyl ester hydrochloride With sodium sulfate In dichloromethane; toluene at -15℃; for 4h; Inert atmosphere;	80%
With 1,2-dichloro-ethane; triethylamine In water at 20 - 40℃; for 16h; pH=7.2 - 7.6;
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In water at 80 - 90℃; for 48h;

Tenofovir Chemical Properties

Empirical Formula: C₉H₁₄N₅O₄P
Molecular Weight: 287.2123 g/mol
Index of Refraction: 1.739
Density: 1.79 g/cm³
Flash Point: 326.4 °C
Melting point: 276-280 °C
Enthalpy of Vaporization: 96.07 kJ/mol
Boiling Point: 616.1 °C at 760 mmHg
Vapour Pressure: 4.92E-16 mmHg at 25 °C
Water solubility: 13.4 mg/mL (25 °C)
Appearance: White crystalline solid
Structure of Tenofovir (CAS NO.147127-20-6):

IUPAC Name: [(2R)-1-(6-Aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid
Product Category of Tenofovir (CAS NO.147127-20-6): Purine;Nucleotides and Nucleosides;Bases & Related Reagents;Intermediates & Fine Chemicals

Tenofovir Uses

Tenofovir (CAS NO.147127-20-6) is acyclic phosphonate nucleotide analogue, and has been used as an anti-HIV agent.

Tenofovir Specification

Tenofovir , its cas register number is 147127-20-6. It also can be called 1-(6-Aminopurin-9-yl)propan-2-yloxymethylphosphonic acid ; and PMPA prodrug .

Product Name

Tenofovir

Synthetic route

Tenofovir Chemical Properties

Tenofovir Uses

Tenofovir Specification

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