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6914-76-7

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6914-76-7 Usage

Uses

1-Methylcyclopropanecarboxylic acid was used in the structure-activity studies of small carboxylic acids (SCAs). It was also used in the identification of selective orthosteric ligands for both free fatty acid receptor 2 (FFA2) and free fatty acid receptor 3 (FFA3).

Check Digit Verification of cas no

The CAS Registry Mumber 6914-76-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,9,1 and 4 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 6914-76:
(6*6)+(5*9)+(4*1)+(3*4)+(2*7)+(1*6)=117
117 % 10 = 7
So 6914-76-7 is a valid CAS Registry Number.
InChI:InChI=1/C5H8O2/c1-5(2-3-5)4(6)7/h2-3H2,1H3,(H,6,7)

6914-76-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Methylcyclopropanecarboxylic acid

1.2 Other means of identification

Product number -
Other names Cyclopropanecarboxylic acid, 1-methyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6914-76-7 SDS

6914-76-7Synthetic route

1-Methylcyclopropancarbonsaeurenitril
78104-88-8

1-Methylcyclopropancarbonsaeurenitril

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With sodium hydroxide for 3h; Heating;99%
With sodium hydroxide for 3h; Reflux;87%
With sodium hydroxide
benzyl 2,2-dibromo-1-methylcyclopropylcarboxylate

benzyl 2,2-dibromo-1-methylcyclopropylcarboxylate

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
Stage #1: benzyl 2,2-dibromo-1-methylcyclopropylcarboxylate With sodium In tetrahydrofuran; ethanol; water; toluene at 20℃; for 1h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; ethanol; water; toluene pH=1;
94.1%
benzyl 2,2-dichloro-1-methylcyclopropylcarboxylate

benzyl 2,2-dichloro-1-methylcyclopropylcarboxylate

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
Stage #1: benzyl 2,2-dichloro-1-methylcyclopropylcarboxylate With sodium In tetrahydrofuran; ethanol; water; toluene at 20℃; for 1h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; ethanol; water; toluene pH=1;
93.3%
methyl 2,2-dichloro-1-methylcyclopropanecarboxylate
1447-13-8

methyl 2,2-dichloro-1-methylcyclopropanecarboxylate

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
Stage #1: methyl 2,2-dichloro-1-methylcyclopropanecarboxylate With sodium In tetrahydrofuran; ethanol; water; toluene at 20℃; for 1h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; ethanol; water; toluene for 0.5h; pH=1;
93.1%
2,2-dibromo-1-methylcyclopropanecarboxylic acid
5365-21-9

2,2-dibromo-1-methylcyclopropanecarboxylic acid

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With sodium In tetrahydrofuran; ethanol; water; toluene at 20℃; for 1h; Inert atmosphere;92.7%
methyl 2,2-dibromo-1-methylcyclopropanecarboxylate
39647-01-3

methyl 2,2-dibromo-1-methylcyclopropanecarboxylate

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
Stage #1: methyl 2,2-dibromo-1-methylcyclopropanecarboxylate With sodium In tetrahydrofuran; ethanol; water; toluene at 20℃; for 1h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; ethanol; water; toluene pH=1;
92.7%
2,2-dichloro-1-methylcyclopropanecarboxylic acid
1447-14-9

2,2-dichloro-1-methylcyclopropanecarboxylic acid

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With sodium In tetrahydrofuran; ethanol; water; toluene at 20℃; for 1h; Inert atmosphere;92.6%
2,6-di(tert-butyl)-4-methylphenyl 1-methylcyclopropanecarboxylate

2,6-di(tert-butyl)-4-methylphenyl 1-methylcyclopropanecarboxylate

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With potassium tert-butylate; water In tetrahydrofuran for 36h; Heating;87%
1-methylcyclopropanecarboxamide
15910-91-5

1-methylcyclopropanecarboxamide

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With sodium hydroxide for 3h; Reflux;86%
1-methylcyclopropanecarboxylic acid ethyl ester
71441-76-4

1-methylcyclopropanecarboxylic acid ethyl ester

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
Stage #1: 1-methylcyclopropanecarboxylic acid ethyl ester With methanol; sodium hydroxide; water at 50 - 60℃; for 5h;
Stage #2: With hydrogenchloride; water pH=1;
84%
Stage #1: 1-methylcyclopropanecarboxylic acid ethyl ester With sodium hydroxide In methanol at 60℃;
Stage #2: With hydrogenchloride In methanol; water pH=2;
methyl 1-methylcyclopropanecarboxylate
6206-25-3

methyl 1-methylcyclopropanecarboxylate

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With potassium hydroxide at 100℃; im Rohr;
(hydrolysis);
(saponification);
With hydrogenchloride; sodium hydroxide In methanol; 5,5-dimethyl-1,3-cyclohexadiene; water
carbon dioxide
124-38-9

carbon dioxide

2-methylallylmagnesium chloride
5674-01-1

2-methylallylmagnesium chloride

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With water Irradiation;
1-(1-methylcyclopropyl)ethanone
1567-75-5

1-(1-methylcyclopropyl)ethanone

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With sodium hypobromide In water
With sodium hydroxide; sodium hypobromide; bromine
(1-methylcyclopropyl)benzene
2214-14-4

(1-methylcyclopropyl)benzene

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With ozone
lithium α-lithiocyclopropanecarboxylate
110419-17-5

lithium α-lithiocyclopropanecarboxylate

methyl iodide
74-88-4

methyl iodide

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
In tetrahydrofuran 1.) -20 deg C, 2.) to room temp., 1 h;32 % Spectr.
methyl iodide
74-88-4

methyl iodide

cyclopropanecarboxylic acid
1759-53-1

cyclopropanecarboxylic acid

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With lithium diisopropyl amide 1.) THF, 0 deg C, 10 min, 2.) room temperature, 1 h; Yield given. Multistep reaction;
1-methylcyclopropanecarbonyl chloride
16480-05-0

1-methylcyclopropanecarbonyl chloride

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With aluminium trichloride In benzene
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
(i), (ii) (alkaline hydrolysis); Multistep reaction;
3-bromo-2-bromomethyl-2-methyl-propionic acid methyl ester
861588-29-6

3-bromo-2-bromomethyl-2-methyl-propionic acid methyl ester

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: zinc dust; methanol
2: aqueous-methanolic KOH-solution / 100 °C / im Rohr
View Scheme
C9H16O2
1346641-14-2

C9H16O2

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
With hydrogenchloride; water In 1,4-dioxane at 20℃;
2,2-dichloro-1-methylcyclopropylcarboxamide
35749-17-8

2,2-dichloro-1-methylcyclopropylcarboxamide

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium / toluene; ethanol; water; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
2: sodium hydroxide / 3 h / Reflux
View Scheme
2,2-dibromo-1-metil-ciclopropilcarbossamide
122665-05-8

2,2-dibromo-1-metil-ciclopropilcarbossamide

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium / toluene; ethanol; water; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
2: sodium hydroxide / 3 h / Reflux
View Scheme
2,2-dichloro-1-methylcyclopropanecarbonitrile
35757-05-2

2,2-dichloro-1-methylcyclopropanecarbonitrile

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium / toluene; ethanol; water / 1 h / 20 °C / Inert atmosphere
2: sodium hydroxide / 3 h / Reflux
View Scheme
4-{5-[3-(5-tert-butyl-2-p-tolyl-2H-pyrazol-3-yl)-ureido]-6-methyl-pyridin-2-yloxy}-piperidine-1-carboxylic acid tert-butyl ester
936369-18-5

4-{5-[3-(5-tert-butyl-2-p-tolyl-2H-pyrazol-3-yl)-ureido]-6-methyl-pyridin-2-yloxy}-piperidine-1-carboxylic acid tert-butyl ester

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

1-(5-tert-butyl-2-p-tolyl-2H-pyrazol-3-yl)-3-{2-methyl-6-[1-(1-methyl-cyclopropanecarbonyl)-piperidin-4-yloxy]-pyridin-3-yl}-urea

1-(5-tert-butyl-2-p-tolyl-2H-pyrazol-3-yl)-3-{2-methyl-6-[1-(1-methyl-cyclopropanecarbonyl)-piperidin-4-yloxy]-pyridin-3-yl}-urea

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 22℃; for 18h;100%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

N-methoxy-N,1-dimethylcyclopropane-1-carboxamide
608537-49-1

N-methoxy-N,1-dimethylcyclopropane-1-carboxamide

Conditions
ConditionsYield
Stage #1: 1-Methyl-cyclopropanoic acid With oxalyl dichloride In diethyl ether at 0 - 20℃; for 11h; Inert atmosphere;
Stage #2: N,O-dimethylhydroxylamine*hydrochloride With pyridine In diethyl ether; chloroform at 0 - 20℃; for 23h; Inert atmosphere;
99%
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h;75.6%
Stage #1: 1-Methyl-cyclopropanoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 2h;
Stage #2: N,O-dimethylhydroxylamine*hydrochloride
63%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

1-methylcyclopropanecarboxylic acid [1-(cyanomethylcarbamoyl)-2-naphthalen-2-ylethyl]amide
713531-19-2

1-methylcyclopropanecarboxylic acid [1-(cyanomethylcarbamoyl)-2-naphthalen-2-ylethyl]amide

Conditions
ConditionsYield
Stage #1: 1-Methyl-cyclopropanoic acid With 1-hydroxybenzotriazole-6-sulfonamidomethyl polystyrene; benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 20℃; for 10h;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 20h;
98%
Stage #1: 1-Methyl-cyclopropanoic acid With 1-hydroxybenzotriazole-6-sulfonamidomethyl polystyrene; benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 20℃; for 10h;
Stage #2: With 1-hydroxybenzotriazole-6-sulfonamidomethyl polystyrene; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 20h;
98%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

1-methylcyclopropanecarbonyl chloride
16480-05-0

1-methylcyclopropanecarbonyl chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide at -40 - 40℃; for 2h; Solvent; Temperature; Time; Reagent/catalyst;96.8%
With thionyl chloride; N,N-dimethyl-formamide at 40℃; for 2h;96.8%
With thionyl chloride for 3h; Heating;95%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

(3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine
147081-44-5

(3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine

tert-butyl (3S)-3-{[(1-methylcyclopropyl)carbonyl]amino}pyrrolidine-1-carboxylate
887767-23-9

tert-butyl (3S)-3-{[(1-methylcyclopropyl)carbonyl]amino}pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 1-Methyl-cyclopropanoic acid; (3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In dichloromethane; ethyl acetate at 0 - 20℃; for 1h;
Stage #2: With potassium carbonate In dichloromethane; water at 20℃; for 18h;
95%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

N-(4-(piperidin-4-yl)phenyl)isoindoline-2-carboxamide

N-(4-(piperidin-4-yl)phenyl)isoindoline-2-carboxamide

C25H29N3O2

C25H29N3O2

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide95%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

1-methylcyclopropanemethanol
2746-14-7

1-methylcyclopropanemethanol

Conditions
ConditionsYield
With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran; diethyl ether at 20℃; for 2h;92%
With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at 20℃; for 72h;70 g
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 18h; Inert atmosphere;
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 2h;
4-carbethoxypiperidine
1126-09-6

4-carbethoxypiperidine

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

1-(1-Methyl-cyclopropanecarbonyl)-piperidine-4-carboxylic acid ethyl ester
1198281-32-1

1-(1-Methyl-cyclopropanecarbonyl)-piperidine-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 1-Methyl-cyclopropanoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 1h;
Stage #2: 4-carbethoxypiperidine In dichloromethane at 20℃;
92%
Stage #1: 1-Methyl-cyclopropanoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 1h;
Stage #2: 4-carbethoxypiperidine In dichloromethane at 20℃;
92%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

N-hydroxy-3,4,5,6-tetrachlorophthalimide
85342-65-0

N-hydroxy-3,4,5,6-tetrachlorophthalimide

4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl 1-methylcyclopropane-1-carboxylate

4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl 1-methylcyclopropane-1-carboxylate

Conditions
ConditionsYield
With dmap; diisopropyl-carbodiimide In dichloromethane91%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

diethylamine
109-89-7

diethylamine

1-methyl-cyclopropanecarboxylic acid diethylamide
467426-60-4

1-methyl-cyclopropanecarboxylic acid diethylamide

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 12h;90%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

methyl 4-(5-methyl-2-((1-(piperidin-4-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)benzoate hydrochloride

methyl 4-(5-methyl-2-((1-(piperidin-4-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)benzoate hydrochloride

methyl 4-(5-methyl-2-((1-(1-(1-methylcyclopropanecarbonyl)piperidin-4-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)benzoate

methyl 4-(5-methyl-2-((1-(1-(1-methylcyclopropanecarbonyl)piperidin-4-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)benzoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h;90%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

C13H18BrNO2S*ClH

C13H18BrNO2S*ClH

C18H24BrNO3S

C18H24BrNO3S

Conditions
ConditionsYield
With triethylamine; HATU In dichloromethane at 30℃; for 1h;88.2%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

4-(4-bromophenyl)-5-[(3S)-3-pyrrolidinylmethyl]-2,4-dihydro-3H-1,2,4-triazol-3-one hydrochloride
1332333-81-9

4-(4-bromophenyl)-5-[(3S)-3-pyrrolidinylmethyl]-2,4-dihydro-3H-1,2,4-triazol-3-one hydrochloride

4-(4-bromophenyl)-5-({(3S)-1-[(1-methylcyclopropyl)carbonyl]-3-pyrrolidinyl}methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one
1332333-87-5

4-(4-bromophenyl)-5-({(3S)-1-[(1-methylcyclopropyl)carbonyl]-3-pyrrolidinyl}methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere; Microwave irradiation; Capped vial;87%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

(S)-dibenzyl 2-(2-(2-(benzyloxy)-2-oxoethoxy)-4-(5-((((R)-2-((R)-1-(N-hydroxyformamido)propyl)heptanamido)methyl)carbamoyl)furan-2-yl)benzamido)succinate

(S)-dibenzyl 2-(2-(2-(benzyloxy)-2-oxoethoxy)-4-(5-((((R)-2-((R)-1-(N-hydroxyformamido)propyl)heptanamido)methyl)carbamoyl)furan-2-yl)benzamido)succinate

(S)-dibenzyl 2-(2-(2-(benzyloxy)-2-oxoethoxy)-4-(5-((((R)-2-((R)-1-(N-((1-methylcyclopropanecarbonyl)oxy)formamido)propyl)heptanamido)methyl)carbamoyl)furan-2-yl)benzamido)succinate

(S)-dibenzyl 2-(2-(2-(benzyloxy)-2-oxoethoxy)-4-(5-((((R)-2-((R)-1-(N-((1-methylcyclopropanecarbonyl)oxy)formamido)propyl)heptanamido)methyl)carbamoyl)furan-2-yl)benzamido)succinate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In acetonitrile for 1h;87%
(1S,4S)-3-oxo-2-oxa-5-azonia-bicyclo [2.2.1]heptane methanesulfonate

(1S,4S)-3-oxo-2-oxa-5-azonia-bicyclo [2.2.1]heptane methanesulfonate

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

(1S,4S)-5-(1-methyl cyclopropanecarbonyl)-2-oxa-5-aza-bicyclo[2.2.1]heptan-3-one
1434816-54-2

(1S,4S)-5-(1-methyl cyclopropanecarbonyl)-2-oxa-5-aza-bicyclo[2.2.1]heptan-3-one

Conditions
ConditionsYield
Stage #1: 1-Methyl-cyclopropanoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 2 - 20℃; for 1.5h;
Stage #2: (1S,4S)-3-oxo-2-oxa-5-azonia-bicyclo [2.2.1]heptane methanesulfonate With triethylamine In dichloromethane at 2 - 20℃; for 1.16667h;
86%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

1-methylcyclopropylamine hydrochloride
88887-87-0

1-methylcyclopropylamine hydrochloride

Conditions
ConditionsYield
Stage #1: 1-Methyl-cyclopropanoic acid With diphenyl phosphoryl azide; triethylamine In tert-butyl alcohol at 20 - 75℃; for 16h;
Stage #2: With hydrogenchloride In 1,4-dioxane; water for 3h;
85%
Stage #1: 1-Methyl-cyclopropanoic acid With diphenyl phosphoryl azide; triethylamine In tert-butyl alcohol at 75℃;
Stage #2: With hydrogenchloride In 1,4-dioxane; water at 20℃; for 2h;
51%
Yield given. Multistep reaction;
1-(4-methyl-5-thiazolyl)-1-phenylmethanol
103985-97-3

1-(4-methyl-5-thiazolyl)-1-phenylmethanol

1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

1-methylcyclopropanecarboxylic acid (4-methyl-5-thiazolyl)-phenylmethyl ester
1392233-75-8

1-methylcyclopropanecarboxylic acid (4-methyl-5-thiazolyl)-phenylmethyl ester

Conditions
ConditionsYield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane85%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

3-(piperidin-4-yl)-3,4-dihydro-1H-pyrano[4,3-c]isoquinolin-6(5H)-one
1520888-97-4

3-(piperidin-4-yl)-3,4-dihydro-1H-pyrano[4,3-c]isoquinolin-6(5H)-one

rac-2-[1-(1-methylcyclopropanecarbonyl)piperidin-4-yl]-1,2,4,10-tetrahydro-3-oxa-10-azaphenanthren-9-one
1520889-49-9

rac-2-[1-(1-methylcyclopropanecarbonyl)piperidin-4-yl]-1,2,4,10-tetrahydro-3-oxa-10-azaphenanthren-9-one

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere;85%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(1-methylcyclopropanecarbonyl)piperazine-1-carboxylate

tert-butyl 4-(1-methylcyclopropanecarbonyl)piperazine-1-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 0 - 20℃;85%
1-Methyl-cyclopropanoic acid
6914-76-7

1-Methyl-cyclopropanoic acid

3-(m-tolylethynyl)-8-azabicyclo[3.2.1]octan-3-ol hydrochloride

3-(m-tolylethynyl)-8-azabicyclo[3.2.1]octan-3-ol hydrochloride

((3r)-3-hydroxy-3-(m-tolylethynyl)-8-azabicyclo[3.2.1]octan-8-yl)(1-methylcyclopropyl)methanone

((3r)-3-hydroxy-3-(m-tolylethynyl)-8-azabicyclo[3.2.1]octan-8-yl)(1-methylcyclopropyl)methanone

Conditions
ConditionsYield
With HATU; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2.5h;83%

6914-76-7Relevant articles and documents

A process for preparing 1-methyl propyl formic acid method

-

, (2017/02/09)

The invention discloses a method for preparing 1-methyl cyclopropane carboxylic acid and belongs to the fields of fine chemical engineering and medical intermediates. The method comprises the following steps: by taking methacrylic acid (ester or salt), or methacrylonitrile or methacrylamide as a raw material, carrying out a cyclopropanation reaction with trihalide in the presence of an alkali to generate 2,2-geminal halide (III); carrying out a reaction between the 2,2-geminal halide (III) and metallic sodium to remove halogen atoms on the ring so as to generate methyl cyclopropionate or methyl cyclopropaneacetonitrile or methyl cyclopropylamide (II); acidifying the methyl cyclopropanecarboxylate, thereby obtaining 1-methyl cyclopropane carboxylic acid (I); and performing basic hydrolysis on methyl cyclopropaneacetonitrile or methyl cyclopropylamide, and acidifying to obtain 1-methyl cyclopropane carboxylic acid (I). The method disclosed by the invention is readily available in raw materials, mild in reaction conditions, convenient to operate, low in cost and high in purity of the obtained product and is a feasible preparation method.

Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes

Wasa, Masayuki,Engle, Keary M.,Lin, David W.,Yoo, Eun Jeong,Yu, Jin-Quan

supporting information; experimental part, p. 19598 - 19601 (2012/01/17)

Systematic ligand development has led to the identification of novel mono-N-protected amino acid ligands for Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes. A diverse range of organoboron reagents can be used as coupling partners, and the reaction proceeds under mild conditions. These results provide a new retrosynthetic disconnection for the construction of enantioenriched cis-substituted cyclopropanecarboxylic acids.

Process for the preparation of alkyl 1-methylcyclopropanecarboxylate

-

, (2008/06/13)

Disclosed is a 4-step process for the preparation of alkyl esters of 1-methylcyclopropanecarboxylic acid which comprises the steps of (1) converting γ-butyrolactone to α-methyl-γ-butyrolactone; (2) converting the α-methyl-γ-butyrolactone from step (1) to an alkyl 4-halo-2-methylbutyrate; (3) producing a xylene solution of the alkyl 4-halo-2-methylbutyrate; and (4) contacting the xylene solution of an alkyl 4-halo-2-methylbutyrate from step (3) with an alkali metal alkoxide under conditions of temperature and pressure which causes vaporization of (i) an alkanol as it is formed and (ii) an alkyl 1-methylcyclopropanecarboxylate as it is formed from the alkyl 4-halo-2-methylbutyrate. Also disclosed are processes whereby the alkyl 1-methylcyclopropanecarboxylate, prepared as described above, is converted to 1-methylcyclopropylamine.

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