5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione supplier

Name
5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione
EINECS
CAS No. 764667-64-3
Article Data30
CAS DataBase
Density 1.462±0.06 g/cm3(Predicted)
Solubility
Melting Point 117 °C (decomp)
Formula C₁₄H₁₁F₃O₅
Boiling Point 489.0±45.0 °C(Predicted)
Molecular Weight 316.234
Flash Point
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione;1,3-dioxane-4,6-dione, 5-[1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-;
PSA 72.83000
LogP 2.29460

Synthetic route

: 2033-24-1
cycl-isopropylidene malonate

: 209995-38-0
(2,4,5-trifluorophenyl)acetic acid

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
With dmap; pivaloyl chloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 45℃; for 3h;	95%
With dmap; pivaloyl chloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20 - 50℃;	94%
With dmap; pivaloyl chloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 45 - 55℃;	94%

: 2033-24-1
cycl-isopropylidene malonate

: 1176895-65-0
2-(2,4,5-trifluorophenyl)acetyl chloride

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
With collidine In dichloromethane at -5 - 0℃; for 4h; Product distribution / selectivity; Inert atmosphere;
Stage #1: cycl-isopropylidene malonate; 2-(2,4,5-trifluorophenyl)acetyl chloride In dichloromethane at -5 - 30℃; for 4h; Inert atmosphere; Stage #2: With hydrogenchloride In dichloromethane; water at 0 - 5℃; Product distribution / selectivity;

: 209995-38-0
(2,4,5-trifluorophenyl)acetic acid

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 4 h / 20 - 25 °C 2.1: dichloromethane / 4 h / -5 - 30 °C / Inert atmosphere 2.2: 0 - 5 °C View Scheme

: 2-oxo-2-(2,4,5-trifluorophenyl)acetamide

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere 2: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C 3: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere View Scheme

: (2,4,5-trifluorophenyl)oxoacetic acid

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C 2: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere View Scheme

: 86393-34-2
2,4-dichloro-5-fluorobenzoyl chloride

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: potassium fluoride; tetraphenylphosphonium bromide; 18-crown-6 ether / 1,2-dichloro-benzene / 15 h / 120 - 130 °C / Inert atmosphere 2: 1,2-dichloro-benzene / 140 °C 3: potassium fluoride / 1,2-dichloro-benzene / 7 h / 110 °C / Inert atmosphere 4: sulfuric acid; sodium chloride / water / 8 h / 20 °C / Inert atmosphere 5: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere 6: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C 7: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 7 steps
1: potassium fluoride; tetraphenylphosphonium bromide; 18-crown-6 ether / 1,2-dichloro-benzene / 15 h / 120 - 130 °C / Inert atmosphere
2: 1,2-dichloro-benzene / 140 °C
3: potassium fluoride / 1,2-dichloro-benzene / 7 h / 110 °C / Inert atmosphere
4: sulfuric acid; sodium chloride / water / 8 h / 20 °C / Inert atmosphere
5: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere
6: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C
7: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere
View Scheme

: 2-chloro-4,5-difluorobenzoyl fluoride

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 1,2-dichloro-benzene / 140 °C 2: potassium fluoride / 1,2-dichloro-benzene / 7 h / 110 °C / Inert atmosphere 3: sulfuric acid; sodium chloride / water / 8 h / 20 °C / Inert atmosphere 4: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere 5: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C 6: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 6 steps
1: 1,2-dichloro-benzene / 140 °C
2: potassium fluoride / 1,2-dichloro-benzene / 7 h / 110 °C / Inert atmosphere
3: sulfuric acid; sodium chloride / water / 8 h / 20 °C / Inert atmosphere
4: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere
5: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C
6: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere
View Scheme

: 2,4,5-trifluorobenzoyl fluoride

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: potassium fluoride / 1,2-dichloro-benzene / 7 h / 110 °C / Inert atmosphere 2: sulfuric acid; sodium chloride / water / 8 h / 20 °C / Inert atmosphere 3: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere 4: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C 5: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1: potassium fluoride / 1,2-dichloro-benzene / 7 h / 110 °C / Inert atmosphere
2: sulfuric acid; sodium chloride / water / 8 h / 20 °C / Inert atmosphere
3: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere
4: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C
5: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere
View Scheme

: 2,4,5-trifluorobenzene-1-carbonyl cyanide

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfuric acid; sodium chloride / water / 8 h / 20 °C / Inert atmosphere 2: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere 3: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C 4: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere View Scheme

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 762240-92-6
3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

: 764667-65-4
1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione

Conditions

Conditions	Yield
With 4-methyl-morpholine In ethyl acetate for 6h; Reflux;	98.1%
With N-ethyl-N,N-diisopropylamine In Isopropyl acetate at 85℃; for 4h;	93.3%
With N-ethyl-N,N-diisopropylamine In Isopropyl acetate at 85℃; for 3.5h;	92%

: 71-23-8
propan-1-ol

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 3-oxo-4-(2,4,5-trifluorophenyl)butyric acid propyl ester

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 51℃; Kinetics;	97%
In N,N-dimethyl acetamide at 51℃;	97%

: 62-53-3
aniline

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 4-(2,4,5-trifluorophenyl)-3-oxo-N-phenylbutanamide

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 50.8℃; Kinetics;	92%
In N,N-dimethyl acetamide at 50.8℃;	92%

: 486460-21-3
3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 764667-65-4
1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 41.1℃; Kinetics; Further Variations:; Temperatures;	91%

: 100-51-6
benzyl alcohol

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: benzyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate

Conditions

Conditions	Yield
In toluene Reflux;	90%
In acetonitrile at 80 - 84℃; for 24h; Inert atmosphere;	81.6%
In acetonitrile for 2h; Reflux;

: 67-56-1
methanol

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 769195-26-8
4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

Conditions

Conditions	Yield
In toluene for 3h; Heating;	88.7%
at 60 - 63℃;

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 769195-26-8
4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

Conditions

Conditions	Yield
With methanol at 60 - 63℃;	85%
In methanol Reflux;

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 1345822-93-6
tert-butyl 3-[[(1R)-1-phenylethyl]amino]-4-(2,4,5-trifluorophenyl)-but-2-enoate

Conditions

Conditions	Yield
With acetic acid In tert-butyl alcohol at 30 - 82℃; for 8h;	83%

: C6H3(2)H4F3N4*ClH

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: C16H8(2)H4F6N4O2

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 80℃; for 2h; Temperature;	82.72%

: 196929-78-9
(R)-2-methylpropane-2-sulfinamide

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: C18H20F3NO5S

Conditions

Conditions	Yield
In acetonitrile at 65℃;	81%

: (R)-2-Ethyl-4,5-dihydro-thiazole-4-carboxylic acid ethyl ester

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 8-methyl-5-oxo-7-(2,4,5-trifluoro-benzyl)-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With hydrogenchloride In 1,2-dichloro-ethane at 65℃; for 3h;	80%

: 110-89-4
piperidine

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 1-(1-piperidinyl)-4-(2,4,5-trifluorophenyl)-1,3-butanedione

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 50.9℃; Kinetics;	78%
In N,N-dimethyl acetamide at 50.9℃;	78%

: 85006-25-3
N,N-di(tert-butoxycarbonyl)hydroxylamine

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: C20H24F3NO7

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 50.8℃; Kinetics; Further Variations:; Temperatures;	78%
In N,N-dimethyl acetamide at 50.8℃;	78%

: 206876-90-6
ethyl (R)-4,5-dihydrothiazole-4-carboxylate

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: (2R,5S,6R)-7-Oxo-6-[2-(2,4,5-trifluoro-phenyl)-acetyl]-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With hydrogenchloride In benzene Heating;	41%

: 142-04-1
aniline hydrochloride

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 4-(2,4,5-trifluorophenyl)-3-oxo-N-phenylbutanamide

Conditions

Conditions	Yield
With trifluoroacetic acid In acetonitrile at 48.5℃; Kinetics;	92 % Chromat.

: 25521-74-8
N-benzylidenemethylamine

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 3-methyl-2-phenyl-6-(2,4,5-trifluoro-benzyl)-2,3-dihydro-[1,3]oxazin-4-one

Conditions

Conditions	Yield
In acetonitrile at 55℃; for 5h;

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 881995-69-3
(R)-3-amino-4-(2,4,5-trifluorophenyl)butyric acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating 3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr View Scheme
Multi-step reaction with 5 steps 1.1: 60 - 63 °C 2.1: ammonium acetate / methanol / 60 - 63 °C 3.1: sulfuric acid / methanol / -10 - 0 °C 3.2: 2 h / -10 - 0 °C 3.3: pH 8 - 9 4.1: isopropyl alcohol / 3 h / 25 - 30 °C 5.1: sodium carbonate / water / pH 8 - 9 View Scheme
Multi-step reaction with 2 steps 1: acetonitrile / 24 h / 80 - 84 °C / Inert atmosphere 2: salicylic acid; ammonium acetate; Ru(OAc)2((R)-dm-Segphos); hydrogen / 20 h / 40 - 80 °C / Green chemistry View Scheme

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 881995-73-9
3-(R)-tert-butoxycarbonylamino-4-(2,4,5-trifluorophenyl)butyric acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating 3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr 4: 93 percent / CH2Cl2 / 3 h / 20 °C View Scheme

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: methyl 3-amino-4-(2,4,5-trifluorophenyl)but-2-enoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating View Scheme

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 939964-16-6
(R)-[3-oxo-3-pyrazolidin-1-yl-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating 3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr 4: 93 percent / CH2Cl2 / 3 h / 20 °C 5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C 6: 47 percent / EDCI; triethylamine / CH2Cl2 / 1 h / 20 °C View Scheme

Yield

Multi-step reaction with 6 steps
1: 88.7 percent / toluene / 3 h / Heating
2: 95 percent / ammonium acetate / methanol / 7 h / Heating
3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr
4: 93 percent / CH2Cl2 / 3 h / 20 °C
5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C
6: 47 percent / EDCI; triethylamine / CH2Cl2 / 1 h / 20 °C
View Scheme

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 939964-17-7
(R)-[3-oxo-3-(tetrahydropyridazin-1-yl)-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating 3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr 4: 93 percent / CH2Cl2 / 3 h / 20 °C 5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C 6: 66 percent / EDCI; triethylamine / CH2Cl2 / 12 h / 20 °C View Scheme

Yield

Multi-step reaction with 6 steps
1: 88.7 percent / toluene / 3 h / Heating
2: 95 percent / ammonium acetate / methanol / 7 h / Heating
3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr
4: 93 percent / CH2Cl2 / 3 h / 20 °C
5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C
6: 66 percent / EDCI; triethylamine / CH2Cl2 / 12 h / 20 °C
View Scheme

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 939964-18-8
(R)-[3-[1,2]diazepan-1-yl-3-oxo-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating 3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr 4: 93 percent / CH2Cl2 / 3 h / 20 °C 5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C 6: 90 percent / EDCI; triethylamine / CH2Cl2 / 12 h / 20 °C View Scheme

Yield

Multi-step reaction with 6 steps
1: 88.7 percent / toluene / 3 h / Heating
2: 95 percent / ammonium acetate / methanol / 7 h / Heating
3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr
4: 93 percent / CH2Cl2 / 3 h / 20 °C
5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C
6: 90 percent / EDCI; triethylamine / CH2Cl2 / 12 h / 20 °C
View Scheme

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: C13H16F3N3O*HCl

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating 3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr 4: 93 percent / CH2Cl2 / 3 h / 20 °C 5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C 6: 47 percent / EDCI; triethylamine / CH2Cl2 / 1 h / 20 °C 7: 99 percent / HCl / ethyl acetate; dioxane / 16 h / 20 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 88.7 percent / toluene / 3 h / Heating
2: 95 percent / ammonium acetate / methanol / 7 h / Heating
3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr
4: 93 percent / CH2Cl2 / 3 h / 20 °C
5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C
6: 47 percent / EDCI; triethylamine / CH2Cl2 / 1 h / 20 °C
7: 99 percent / HCl / ethyl acetate; dioxane / 16 h / 20 °C
View Scheme

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 939964-27-9
(R)-[3-(2-benzoylcarbamoylpyrazolidin-1-yl)-3-oxo-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating 3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr 4: 93 percent / CH2Cl2 / 3 h / 20 °C 5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C 6: 47 percent / EDCI; triethylamine / CH2Cl2 / 1 h / 20 °C 7: 85 percent / CH2Cl2 / 2 h / 20 °C View Scheme

Yield

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 939964-28-0
(R)-[3-oxo-3-(2-(toluene-4-sulfonyl)pyrazolidin-1-yl)-1-(2,4,5-trifluorbenzyl)propyl]carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating 3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr 4: 93 percent / CH2Cl2 / 3 h / 20 °C 5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C 6: 47 percent / EDCI; triethylamine / CH2Cl2 / 1 h / 20 °C 7: 76 percent / Et3N / CH2Cl2 / 2 h / 20 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 88.7 percent / toluene / 3 h / Heating
2: 95 percent / ammonium acetate / methanol / 7 h / Heating
3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr
4: 93 percent / CH2Cl2 / 3 h / 20 °C
5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C
6: 47 percent / EDCI; triethylamine / CH2Cl2 / 1 h / 20 °C
7: 76 percent / Et3N / CH2Cl2 / 2 h / 20 °C
View Scheme

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 939964-29-1
(R)-[3-(2-benzoylpyrazolidin-1-yl)-3-oxo-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating 3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr 4: 93 percent / CH2Cl2 / 3 h / 20 °C 5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C 6: 47 percent / EDCI; triethylamine / CH2Cl2 / 1 h / 20 °C 7: 86 percent / Et3N / CH2Cl2 / 2 h / 20 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 88.7 percent / toluene / 3 h / Heating
2: 95 percent / ammonium acetate / methanol / 7 h / Heating
3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr
4: 93 percent / CH2Cl2 / 3 h / 20 °C
5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C
6: 47 percent / EDCI; triethylamine / CH2Cl2 / 1 h / 20 °C
7: 86 percent / Et3N / CH2Cl2 / 2 h / 20 °C
View Scheme

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 939964-30-4
(R)-[3-(2-benzoyltetrahydropyridazin-1-yl)-3-oxo-1-(2,4,5-trifluorobenzyl)propyl]carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating 3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr 4: 93 percent / CH2Cl2 / 3 h / 20 °C 5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C 6: 66 percent / EDCI; triethylamine / CH2Cl2 / 12 h / 20 °C 7: 99 percent / Et3N / CH2Cl2 / 2 h / 20 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 88.7 percent / toluene / 3 h / Heating
2: 95 percent / ammonium acetate / methanol / 7 h / Heating
3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr
4: 93 percent / CH2Cl2 / 3 h / 20 °C
5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C
6: 66 percent / EDCI; triethylamine / CH2Cl2 / 12 h / 20 °C
7: 99 percent / Et3N / CH2Cl2 / 2 h / 20 °C
View Scheme

: 764667-64-3
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

: 939964-31-5
tert-butyl (R)-4-(2-benzoyl-1,2-diazepan-1-yl)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-ylcarbamate

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 88.7 percent / toluene / 3 h / Heating 2: 95 percent / ammonium acetate / methanol / 7 h / Heating 3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr 4: 93 percent / CH2Cl2 / 3 h / 20 °C 5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C 6: 90 percent / EDCI; triethylamine / CH2Cl2 / 12 h / 20 °C 7: 84 percent / Et3N / CH2Cl2 / 3 h / 20 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 88.7 percent / toluene / 3 h / Heating
2: 95 percent / ammonium acetate / methanol / 7 h / Heating
3: 68 percent / H2; (R) chiral ferrocenyl derivative / chloro(1,5-cyclooctadiene)rhodium(I) dimer / 2,2,2-trifluoro-ethanol / 40 h / 50 °C / 5171.62 Torr
4: 93 percent / CH2Cl2 / 3 h / 20 °C
5: 99 percent / aq. LiOH / tetrahydrofuran; methanol / 3 h / 20 °C
6: 90 percent / EDCI; triethylamine / CH2Cl2 / 12 h / 20 °C
7: 84 percent / Et3N / CH2Cl2 / 3 h / 20 °C
View Scheme

5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione Specification

The 5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione with the cas number 764667-64-3. It is also called 5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione.

Properties of 5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione: (1)ACD/LogP: 1.01 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): ; (4)ACD/LogD (pH 7.4): ; (5)ACD/BCF (pH 5.5): 1 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 7.68 ; (8)ACD/KOC (pH 7.4): 1 ; (9)#H bond acceptors: 5 ; (10)#H bond donors: 1 ; (11)#Freely Rotating Bonds: 3 ; (12)Polar Surface Area: 72.83Å² ; (13)Index of Refraction: 1.523 ; (14)Molar Refractivity: 66.08 cm³ ; (15)Molar Volume: 216.1 cm3 ; (16)Polarizability: 26.19 ×10^-24cm³ ; (17)Surface Tension: 45.4 dyne/cm ; (18)Density: 1.462 g/cm³ ; (19)Flash Point: 249.6 °C ; (20)Enthalpy of Vaporization: 79.55 kJ/mol; (21)Boiling Point: 489 °C at 760 mmHg ; (22)Vapour Pressure: 2.23E-10 mmHg at 25°C

You can still convert the following datas into molecular structure :
1. SMILES: CC1(OC(=O)C(=C(Cc2cc(c(cc2F)F)F)O)C(=O)O1)C
2. InChI: InChI=1/C14H11F3O5/c1-14(2)21-12(19)11(13(20)22-14)10(18)4-6-3-8(16)9(17)5-7(6)15/h3,5,18H,4H2,1-2H3

Product Name

5-1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene-2,2-dimethyl-1,3-dioxane-4,6-dione

Synthetic route

5-[1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione Specification

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