2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate supplier

Name
2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate
EINECS 603-873-1
CAS No. 134790-39-9
Article Data5
CAS DataBase
Density 1.459 g/cm³
Solubility
Melting Point 229-232°C
Formula C₂₃H₁₉F₂N₃O₆
Boiling Point 608.383 °C at 760 mmHg
Molecular Weight 471.417
Flash Point 321.739 °C
Transport Information
Appearance Tan solid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3',5'-Di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine; 2'-deoxy-2,2'-difluoro-3,5-dibenzyl-cytidine; Chloropurine riboside; GeMcitabine InterMediate 9;
PSA 122.74000
LogP 3.02200

Synthetic route

: 134877-42-2, 134877-43-3, 122111-11-9
3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

: 18037-10-0
2,4-O,N-bis(trimethylsilyl)cytosine

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
In toluene at 120℃; for 6h; Temperature;	97.38%

: 73416-12-3
4-Amino-1-trimethylsilanyl-1H-pyrimidin-2-one

: 134877-42-2
2-deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-diphenylmethyl ester-1-methanesulfonate

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
With phosphomolybdic acid In pentan-1-ol at 70 - 137℃; for 5h; Reagent/catalyst; Solvent; Temperature; Reflux;	95%

: 134877-42-2
2-deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-diphenylmethyl ester-1-methanesulfonate

: 18037-10-0
2,4-O,N-bis(trimethylsilyl)cytosine

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
at 120℃; for 3h; Heating;	85.5%

: 134877-42-2, 134877-43-3, 122111-11-9
3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

: 18037-10-0
2,4-O,N-bis(trimethylsilyl)cytosine

A: 134790-40-2
C23H19F2N3O6

B: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate 1) 1,1,2-trichloroethane, r.t., 30 min, 2) 113 deg C, 18 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 1173824-58-2
(2R,3R)-2-((benzoyloxy)methyl)-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / triethylamine / CH2Cl2 / 2 h / 23 °C 2: 1) Me3SiOTf / 1) 1,1,2-trichloroethane, r.t., 30 min, 2) 113 deg C, 18 h View Scheme
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 2 h / 5 - 20 °C 2: 3 h / 120 °C / Heating View Scheme

: 122111-01-7
2-deoxy-2,2-difluoro-D-erythro-pentofuranos-1-ulose-3,5-dibenzoate

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 100 percent / LiAl(OBu-t)3H / diethyl ether; tetrahydrofuran / 1 h / 10 - 30 °C 2: 100 percent / triethylamine / CH2Cl2 / 2 h / 23 °C 3: 1) Me3SiOTf / 1) 1,1,2-trichloroethane, r.t., 30 min, 2) 113 deg C, 18 h View Scheme

: 71-30-7
Cytosine

: 134877-42-2
2-deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-diphenylmethyl ester-1-methanesulfonate

A: 134790-40-2
C23H19F2N3O6

B: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
With potassium sulfate; lithium chloride at 120 - 125℃; for 4h; Overall yield = 85.7 %; Overall yield = 405.2 g;	A n/a B n/a

...Expand

: 134877-42-2, 134877-43-3, 122111-11-9
3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol / 50 - 60 °C 2: 3 h / 120 °C / Heating View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: C23H20F2N2O7

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen; acetic acid In water; ethyl acetate at 50 - 60℃; under 3750.38 Torr; for 18h;	95.6%
Stage #1: (2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate With hydrogenchloride In water; ethyl acetate for 0.0833333h; Stage #2: With formic acid; 5%-palladium/activated carbon In water; ethyl acetate at 68 - 70℃; for 24h; Inert atmosphere;

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: 95058-81-4
gemcitabine

Conditions

Conditions	Yield
With ammonium hydroxide In methanol at 20℃; for 3h;	82.7%
With sodium t-butanolate In methanol at 20℃; for 2h;

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: Benzoic acid (2R,3R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4,4-difluoro-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

Conditions

Conditions	Yield
With ammonia In methanol

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: C34H55F2N3O8

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dmap; triethylamine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide / methanol / 4 h / 20 °C 3: triethylamine / dichloromethane / 20 °C View Scheme
Multi-step reaction with 3 steps 1: N,N-lutidine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide; sodium methylate / 4 h / 20 °C 3: triethylamine / dichloromethane / 20 °C View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: 2',2'-difluoro-2'-deoxycytidine 3',5'-di-n-decanoate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: dmap; triethylamine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide / methanol / 4 h / 20 °C 3: triethylamine / dichloromethane / 20 °C 4: trifluoroacetic acid / dichloromethane / 4 h / 20 °C View Scheme
Multi-step reaction with 4 steps 1: N,N-lutidine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide; sodium methylate / 4 h / 20 °C 3: triethylamine / dichloromethane / 20 °C 4: trifluoroacetic acid / dichloromethane / 4 h / 20 °C View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: C30H37F2N3O6Si

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dmap; triethylamine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide / methanol / 4 h / 20 °C 3: dmap / N,N-dimethyl-formamide / 20 °C View Scheme
Multi-step reaction with 3 steps 1: N,N-lutidine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide; sodium methylate / 4 h / 20 °C 3: N,N-lutidine / N,N-dimethyl-formamide / 20 °C View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: tert-butyl [1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-hydroxymethyl-tetrahydrofuran-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dmap; triethylamine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide / methanol / 4 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: N,N-lutidine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide; sodium methylate / 4 h / 20 °C View Scheme

: 24424-99-5
di-tert-butyl dicarbonate

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: C28H27F2N3O8

Conditions

Conditions	Yield
With dmap; triethylamine In 1,4-dioxane at 40℃; for 5h;
With N,N-lutidine In 1,4-dioxane at 40℃; for 5h;

: 134877-42-2, 134877-43-3, 122111-11-9
3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

: 18037-10-0
2,4-O,N-bis(trimethylsilyl)cytosine

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
In toluene at 120℃; for 6h; Temperature;	97.38%

: 73416-12-3
4-Amino-1-trimethylsilanyl-1H-pyrimidin-2-one

: 134877-42-2
2-deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-diphenylmethyl ester-1-methanesulfonate

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
With phosphomolybdic acid In pentan-1-ol at 70 - 137℃; for 5h; Reagent/catalyst; Solvent; Temperature; Reflux;	95%

: 134877-42-2
2-deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-diphenylmethyl ester-1-methanesulfonate

: 18037-10-0
2,4-O,N-bis(trimethylsilyl)cytosine

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
at 120℃; for 3h; Heating;	85.5%

: 134877-42-2, 134877-43-3, 122111-11-9
3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

: 18037-10-0
2,4-O,N-bis(trimethylsilyl)cytosine

A: 134790-40-2
C23H19F2N3O6

B: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate 1) 1,1,2-trichloroethane, r.t., 30 min, 2) 113 deg C, 18 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 1173824-58-2
(2R,3R)-2-((benzoyloxy)methyl)-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / triethylamine / CH2Cl2 / 2 h / 23 °C 2: 1) Me3SiOTf / 1) 1,1,2-trichloroethane, r.t., 30 min, 2) 113 deg C, 18 h View Scheme
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 2 h / 5 - 20 °C 2: 3 h / 120 °C / Heating View Scheme

: 122111-01-7
2-deoxy-2,2-difluoro-D-erythro-pentonic acid γ-lactone 3,5-dibenzoate

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 100 percent / LiAl(OBu-t)3H / diethyl ether; tetrahydrofuran / 1 h / 10 - 30 °C 2: 100 percent / triethylamine / CH2Cl2 / 2 h / 23 °C 3: 1) Me3SiOTf / 1) 1,1,2-trichloroethane, r.t., 30 min, 2) 113 deg C, 18 h View Scheme

: 71-30-7
Cytosine

: 134877-42-2
2-deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-diphenylmethyl ester-1-methanesulfonate

A: 134790-40-2
C23H19F2N3O6

B: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
With potassium sulfate; lithium chloride at 120 - 125℃; for 4h; Overall yield = 85.7 %; Overall yield = 405.2 g;	A n/a B n/a

...Expand

: 134877-42-2, 134877-43-3, 122111-11-9
3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol / 50 - 60 °C 2: 3 h / 120 °C / Heating View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: C23H20F2N2O7

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen; acetic acid In water; ethyl acetate at 50 - 60℃; under 3750.38 Torr; for 18h;	95.6%
Stage #1: (2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate With hydrogenchloride In water; ethyl acetate for 0.0833333h; Stage #2: With formic acid; 5%-palladium/activated carbon In water; ethyl acetate at 68 - 70℃; for 24h; Inert atmosphere;

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: 95058-81-4
gemcitabine

Conditions

Conditions	Yield
With ammonium hydroxide In methanol at 20℃; for 3h;	82.7%
With sodium t-butanolate In methanol at 20℃; for 2h;

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: Benzoic acid (2R,3R,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4,4-difluoro-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

Conditions

Conditions	Yield
With ammonia In methanol

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: C23H22F2N2O7

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogenchloride / ethyl acetate; water / 0.08 h 1.2: 24 h / 68 - 70 °C / Inert atmosphere 2.1: cerium(III) chloride heptahydrate / dichloromethane; ethanol / 0.08 h 2.2: 2 h / 0 - 6 °C View Scheme
Multi-step reaction with 2 steps 1: acetic acid; palladium 10% on activated carbon; hydrogen / ethyl acetate; water / 18 h / 50 - 60 °C / 3750.38 Torr 2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / water; dichloromethane; ethanol / 2 h / 6 °C View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: 1141397-48-9
2’-deoxy-2’,2’-difluorotetrahydrouridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: hydrogenchloride / ethyl acetate; water / 0.08 h 1.2: 24 h / 68 - 70 °C / Inert atmosphere 2.1: cerium(III) chloride heptahydrate / dichloromethane; ethanol / 0.08 h 2.2: 2 h / 0 - 6 °C 3.1: ammonia / methanol / 27 h / 25 °C View Scheme
Multi-step reaction with 3 steps 1: acetic acid; palladium 10% on activated carbon; hydrogen / ethyl acetate; water / 18 h / 50 - 60 °C / 3750.38 Torr 2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / water; dichloromethane; ethanol / 2 h / 6 °C 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 3 h / 40 °C View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: 1141397-80-9
(4R)-2’-deoxy-2’,2’-difluoro-3,4,5,6-tetrahydrouridine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: hydrogenchloride / ethyl acetate; water / 0.08 h 1.2: 24 h / 68 - 70 °C / Inert atmosphere 2.1: cerium(III) chloride heptahydrate / dichloromethane; ethanol / 0.08 h 2.2: 2 h / 0 - 6 °C 3.1: ammonia / methanol / 27 h / 25 °C 4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / water; acetonitrile / 74 h / 25 °C / Large scale 4.2: 16 h / 0 - 40 °C / Large scale View Scheme
Multi-step reaction with 4 steps 1: acetic acid; palladium 10% on activated carbon; hydrogen / ethyl acetate; water / 18 h / 50 - 60 °C / 3750.38 Torr 2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / water; dichloromethane; ethanol / 2 h / 6 °C 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 3 h / 40 °C 4: 1,8-diazabicyclo[5.4.0]undec-7-ene / water; acetonitrile / 48 h / 20 - 30 °C View Scheme

Yield

Multi-step reaction with 4 steps
1.1: hydrogenchloride / ethyl acetate; water / 0.08 h
1.2: 24 h / 68 - 70 °C / Inert atmosphere
2.1: cerium(III) chloride heptahydrate / dichloromethane; ethanol / 0.08 h
2.2: 2 h / 0 - 6 °C
3.1: ammonia / methanol / 27 h / 25 °C
4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / water; acetonitrile / 74 h / 25 °C / Large scale
4.2: 16 h / 0 - 40 °C / Large scale
View Scheme

Multi-step reaction with 4 steps
1: acetic acid; palladium 10% on activated carbon; hydrogen / ethyl acetate; water / 18 h / 50 - 60 °C / 3750.38 Torr
2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / water; dichloromethane; ethanol / 2 h / 6 °C
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 3 h / 40 °C
4: 1,8-diazabicyclo[5.4.0]undec-7-ene / water; acetonitrile / 48 h / 20 - 30 °C
View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: C9H9F2N3O6P(1-)*Na(1+)

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: ammonium hydroxide / methanol / 3 h / 20 °C 2.1: pyridine; trichlorophosphate / 0 - 20 °C 2.2: 0.5 h / pH 3 - 4 3.1: sodium hydrogencarbonate / ethanol; water / 3 h View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: 1-[(4aR,6R,7aR)-7,7-difluoro-2-hydroxy-2-oxo-4,4a,6,7a-tetrahydrofuro[3,2-d][1,3,2]dioxaphosphinin-6-yl]-4-amino-pyrimidin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: ammonium hydroxide / methanol / 3 h / 20 °C 2.1: pyridine; trichlorophosphate / 0 - 20 °C 2.2: 0.5 h / pH 3 - 4 View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: C34H55F2N3O8

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dmap; triethylamine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide / methanol / 4 h / 20 °C 3: triethylamine / dichloromethane / 20 °C View Scheme
Multi-step reaction with 3 steps 1: N,N-lutidine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide; sodium methylate / 4 h / 20 °C 3: triethylamine / dichloromethane / 20 °C View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: 2',2'-difluoro-2'-deoxycytidine 3',5'-di-n-decanoate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: dmap; triethylamine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide / methanol / 4 h / 20 °C 3: triethylamine / dichloromethane / 20 °C 4: trifluoroacetic acid / dichloromethane / 4 h / 20 °C View Scheme
Multi-step reaction with 4 steps 1: N,N-lutidine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide; sodium methylate / 4 h / 20 °C 3: triethylamine / dichloromethane / 20 °C 4: trifluoroacetic acid / dichloromethane / 4 h / 20 °C View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: C30H37F2N3O6Si

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dmap; triethylamine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide / methanol / 4 h / 20 °C 3: dmap / N,N-dimethyl-formamide / 20 °C View Scheme
Multi-step reaction with 3 steps 1: N,N-lutidine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide; sodium methylate / 4 h / 20 °C 3: N,N-lutidine / N,N-dimethyl-formamide / 20 °C View Scheme

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: tert-butyl [1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-hydroxymethyl-tetrahydrofuran-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-carbamate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dmap; triethylamine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide / methanol / 4 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: N,N-lutidine / 1,4-dioxane / 5 h / 40 °C 2: sodium hydroxide; sodium methylate / 4 h / 20 °C View Scheme

: 24424-99-5
di-tert-butyl dicarbonate

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: C28H27F2N3O8

Conditions

Conditions	Yield
With dmap; triethylamine In 1,4-dioxane at 40℃; for 5h;
With N,N-lutidine In 1,4-dioxane at 40℃; for 5h;

: 55488-51-2
n-decyl chloroformate

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

: C34H39F2N3O8

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1.5h;

Reaxys ID: 37235391: Reaxys ID: 37235391

: 134790-39-9
(2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate

Reaxys ID: 37235389: Reaxys ID: 37235389

2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate Chemical Properties

Following is the structure of 2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate (CAS NO.134790-39-9):

Empirical Formula: C₂₃H₁₉F₂N₃O₆
Molecular Weight: 471.4103 g/mol
Molar Refractivity: 114.273 cm³
Molar Volume: 323.151 cm³
Density: 1.459 g/cm³
Flash Point: 321.739 °C
Index of Refraction: 1.625
Surface Tension: 53.506 dyne/cm
Enthalpy of Vaporization: 90.392 kJ/mol
Boiling Point of 2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate (CAS NO.134790-39-9): 608.383 °C at 760 mmHg
Appearance of 2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate (CAS NO.134790-39-9): Tan Solid
SMILES: O=C1/N=C(/N)\C=C/N1[C@@H]3O[C@@H]([C@@H](OC(=O)c2ccccc2)C3(F)F)COC(=O)c4ccccc4
InChI: InChI=1/C23H19F2N3O6/c24-23(25)18(34-20(30)15-9-5-2-6-10-15)16(13-32-19(29)14-7-3-1-4-8-14)33-21(23)28-12-11-17(26)27-22(28)31/h1-12,16,18,21H,13H2,(H2,26,27,31)/t16-,18-,21-/m1/s1
InChIKey: ZPUUYUUQQGBHBU-HGHGUNKEBC

2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate Uses

2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate (CAS NO.134790-39-9) can be used as a (-anomer) intermediate of Gemcitabine ; antitumor compound.

2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate Specification

2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate , its cas register number is 134790-39-9. It also can be called 3',5'-Di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine ; and Cytidine, 2'-deoxy-2',2'-difluoro-, 3',5'-dibenzoate .

Product Name

2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate

Synthetic route

2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate Chemical Properties

2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate Uses

2',2'-Difluoro-2'-deoxycytidine-3',5'-dibenzoate Specification

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