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inquiryItems Standard Result Assay (Ursolic acid) 98%min 98.22% -----------------------------------------------------------------------------------------------------------
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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/1179.html Product Name (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid CAS No.
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inquiryProduct Name: (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid CAS: 181289-33-8 MF: C9H17NO3 MW: 187.24 EINECS: 605-923-8 Mol File: 181289-33-8.mol (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid Structure (R)-(-)-3-Carbamoymethyl-5-
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inquiryAppearance:white crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:Common products:Se
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inquiry(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Stage #1: 1‐phenylethan‐1‐amine 3‐(carbamoylmethyl)‐5‐methylhexanoate With hydrogenchloride In water at 10 - 30℃; for 2h; pH=0.5 - 2; Stage #2: With sulfuric acid In water at 6 - 40℃; for 3h; pH=1.5; Temperature; Reagent/catalyst; Solvent; | 100% |
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
With water In tetrahydrofuran at 45℃; for 15h; Reagent/catalyst; Solvent; Temperature; | 96.1% |
(3S)-3-(2-(allyloxy)-2-oxoethyl)-5-methylhexanoic acid
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Stage #1: (3S)-3-(2-(allyloxy)-2-oxoethyl)-5-methylhexanoic acid With magnesium nitride In methanol at 20 - 80℃; for 16h; Stage #2: With hydrogenchloride In methanol; water pH=3 - 4; | 93% |
(±)‑3‑(carbamoylmethyl)‑5‑methylhexanoic acid
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
With D-phenylglycine butyl ester In isopropyl alcohol Heating; | 90.39% |
With (R)-1-phenyl-ethyl-amine In methanol; chloroform at 25 - 40℃; for 3.16h; Solvent; Temperature; | 41% |
Stage #1: (±)‑3‑(carbamoylmethyl)‑5‑methylhexanoic acid With (R)-1-phenyl-ethyl-amine In ethanol; chloroform for 0.75h; Reflux; Stage #2: With hydrogenchloride In ethanol; chloroform; water for 0.75h; Cooling; | 40% |
(-)-3-cyclohexylsulfanylcarbonylmethyl-5-methyl-hexanoic acid
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
With ammonia In water at 40℃; | 88% |
(3S)-3-(2-ethoxy-2-oxoethyl)-5-methylhexanoic acid
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Stage #1: (3S)-3-(2-ethoxy-2-oxoethyl)-5-methylhexanoic acid With ammonium iodide; sodium amide In tetrahydrofuran at 20℃; for 4h; Cooling with ice; Green chemistry; Stage #2: With hydrogenchloride In water pH=4 - 5; Reagent/catalyst; Solvent; Green chemistry; | 86.7% |
With ammonia; calcium chloride In methanol at 55 - 60℃; under 3000.3 - 3375.34 Torr; Autoclave; | |
With ammonia; calcium chloride In methanol at 25 - 70℃; under 375.038 - 2250.23 Torr; Autoclave; |
(3S)-3-(2-methoxy-2-oxoethyl)-5-methylhexanoic acid
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Stage #1: (3S)-3-(2-methoxy-2-oxoethyl)-5-methylhexanoic acid With ammonia In water at 20 - 80℃; under 760.051 - 1520.1 Torr; for 6 - 92h; Stage #2: With hydrogenchloride In water pH=1 - 3; Product distribution / selectivity; | 60% |
Stage #1: (3S)-3-(2-methoxy-2-oxoethyl)-5-methylhexanoic acid With ammonia; ammonium chloride In water at 20 - 40℃; for 42.5h; Stage #2: With hydrogenchloride In water pH=4; Product distribution / selectivity; | |
Stage #1: (3S)-3-(2-methoxy-2-oxoethyl)-5-methylhexanoic acid With ammonia In water; toluene at 20℃; for 88h; Stage #2: With sulfuric acid In water pH=3; Product distribution / selectivity; | |
With ammonium hydroxide at 25 - 90℃; for 75h; Reagent/catalyst; Temperature; | 75 g |
(3R)-5-methyl-3-(2-oxo-2-{[(1R)-1-phenylethyl]amino}ethyl)hexanoic acid
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Stage #1: (3R)-5-methyl-3-(2-oxo-2-{[(1R)-1-phenylethyl]amino}ethyl)hexanoic acid With ammonia; water; lithium In tetrahydrofuran at -40℃; for 6 - 10h; Stage #2: With hydrogenchloride In water pH=1.5 - 1.7; Product distribution / selectivity; | 59.37% |
Stage #1: (3R)-5-methyl-3-(2-oxo-2-{[(1R)-1-phenylethyl]amino}ethyl)hexanoic acid With ammonia; water; sodium In tetrahydrofuran at -40℃; for 6 - 10h; Stage #2: With hydrogenchloride In water pH=1.5 - 1.7; Product distribution / selectivity; | 39.37% |
With sulfuric acid In tetrahydrofuran at 25 - 30℃; Product distribution / selectivity; | 39% |
With palladium 10% on activated carbon; hydrogen In methanol at 30℃; under 7500.75 Torr; for 12h; Autoclave; Industrial scale; |
R-(-)-3-(carbamoylmethyl)-5-methylhexanoic acid 1-phenylpropylamine salt
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Stage #1: R-(-)-3-(carbamoylmethyl)-5-methylhexanoic acid 1-phenylpropylamine salt With ammonia In water at 80℃; for 5h; Stage #2: With hydrogenchloride In water at 0℃; pH=1; | 53% |
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Stage #1: (R)-methyl 3-(carbamoylmethyl)-5-methylhexanoate With hydrogenchloride In water at 20 - 25℃; for 1 - 10h; Stage #2: With sodium hydroxide In water pH=3; Product distribution / selectivity; | |
Stage #1: (R)-methyl 3-(carbamoylmethyl)-5-methylhexanoate With hydrogenchloride; water at 20 - 25℃; Stage #2: With sodium hydroxide In water pH=3; |
methanol
3-isobutylglutaric anhydride
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Stage #1: methanol; 3-isobutylglutaric anhydride With quinidine at -50℃; for 17h; Stage #2: With ammonia In water at 20 - 40℃; for 72h; Stage #3: With hydrogenchloride In water pH=3; Product distribution / selectivity; |
(R)-(-)-phenylglycinol salt of (R)-(-)-3-(carbamoylmethyl)-5-methylhexanoic acid
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water at 60 - 62℃; | n/a |
(R)-3-(carbamoylmethyl)-5-methylhexanoic acid (R)-(+)-α-phenylethylamine
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water at 31℃; pH=1.7; | |
With hydrogenchloride In water at 20 - 25℃; for 1.47h; | |
With hydrogenchloride In water pH=1 - 2; | 1.21 g |
(±)‑3‑(carbamoylmethyl)‑5‑methylhexanoic acid
A
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
B
(S)‑3‑carbamoylmethyl‑5‑methylhexanoic acid
Conditions | Yield |
---|---|
With (R)-1-phenyl-ethyl-amine Resolution of racemate; |
(3S)-3-(2-methoxy-2-oxoethyl)-5-methylhexanoic acid
A
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
B
(S)‑3‑carbamoylmethyl‑5‑methylhexanoic acid
Conditions | Yield |
---|---|
Stage #1: (3S)-3-(2-methoxy-2-oxoethyl)-5-methylhexanoic acid With ammonia In water at 20℃; for 92h; Stage #2: With hydrogenchloride In water pH=3; |
5-methyl-3-carboxymethylhexanoic acid
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: urea / 12 h / 130 - 135 °C 1.2: 60 - 90 °C 2.1: chloroform / 0.5 h / 50 - 55 °C 3.1: hydrogenchloride / water / 1.47 h / 20 - 25 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 2.1: ammonia / water; tert-butyl methyl ether / 0 - 20 °C 2.2: pH 2 3.1: acetone / water / 80 °C 4.1: ammonia / water / 5 h / 80 °C 4.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 4 steps 1.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 2.1: ammonia / water; tert-butyl methyl ether / 0 - 20 °C 2.2: pH 2 3.1: chloroform; ethanol / 0.75 h / 60 - 63 °C 4.1: ammonia / water / 5 h / 80 °C 4.2: 0 °C / pH 1 View Scheme |
(S)‑3‑carbamoylmethyl‑5‑methylhexanoic acid
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: toluene-4-sulfonic acid / toluene / Reflux 1.2: 25 - 65 °C 1.3: 1.5 h / 10 - 15 °C 2.1: chloroform / 0.5 h / 50 - 55 °C 3.1: hydrogenchloride / water / 1.47 h / 20 - 25 °C View Scheme |
isovaleraldehyde
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: di-n-propylamine; ethyl 2-cyanoacetate / cyclohexane / 2 h / 25 - 30 °C / Reflux 1.2: 5.17 h / 25 - 50 °C 1.3: 48 h / Reflux 2.1: urea / 12 h / 130 - 135 °C 2.2: 60 - 90 °C 3.1: chloroform / 0.5 h / 50 - 55 °C 4.1: hydrogenchloride / water / 1.47 h / 20 - 25 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: piperidine; pyridine; acetic acid / hexane / 48 h / Reflux; Inert atmosphere 2.1: di-n-propylamine / 16 h / 15 - 55 °C 3.1: hydrogen bromide / water / 72 h / 100 °C 4.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 5.1: ammonia / water; tert-butyl methyl ether / 0 - 20 °C 5.2: pH 2 6.1: acetone / water / 80 °C 7.1: ammonia / water / 5 h / 80 °C 7.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 7 steps 1.1: piperidine; pyridine; acetic acid / hexane / 48 h / Reflux; Inert atmosphere 2.1: di-n-propylamine / 16 h / 15 - 55 °C 3.1: hydrogen bromide / water / 72 h / 100 °C 4.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 5.1: ammonia / water; tert-butyl methyl ether / 0 - 20 °C 5.2: pH 2 6.1: chloroform; ethanol / 0.75 h / 60 - 63 °C 7.1: ammonia / water / 5 h / 80 °C 7.2: 0 °C / pH 1 View Scheme |
3-isobutylglutaric anhydride
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: ammonia / water; tert-butyl methyl ether / 0 - 20 °C 1.2: pH 2 2.1: acetone / water / 80 °C 3.1: ammonia / water / 5 h / 80 °C 3.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 3 steps 1.1: ammonia / water; tert-butyl methyl ether / 0 - 20 °C 1.2: pH 2 2.1: chloroform; ethanol / 0.75 h / 60 - 63 °C 3.1: ammonia / water / 5 h / 80 °C 3.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 4 steps 1.1: 1,4-diaza-bicyclo[2.2.2]octane / tert-butyl methyl ether / 2 h / -78 °C / Inert atmosphere 2.1: chloroformic acid ethyl ester; triethylamine / acetone / -20 °C / Inert atmosphere 2.2: 2 h / -20 °C 2.3: 0 °C 3.1: acetone / water / 80 °C 4.1: ammonia / water / 5 h / 80 °C 4.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 4 steps 1.1: 1,4-diaza-bicyclo[2.2.2]octane / tert-butyl methyl ether / 2 h / -78 °C / Inert atmosphere 2.1: chloroformic acid ethyl ester; triethylamine / acetone / -20 °C / Inert atmosphere 2.2: 2 h / -20 °C 2.3: 0 °C 3.1: chloroform; ethanol / 0.75 h / 60 - 63 °C 4.1: ammonia / water / 5 h / 80 °C 4.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 2 steps 1: dmap / toluene / -20 - -10 °C / Industrial scale 2: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 30 °C / 7500.75 Torr / Autoclave; Industrial scale View Scheme |
diethyl 2-(3-methylbutylidene)malonate
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: di-n-propylamine / 16 h / 15 - 55 °C 2.1: hydrogen bromide / water / 72 h / 100 °C 3.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 4.1: ammonia / water; tert-butyl methyl ether / 0 - 20 °C 4.2: pH 2 5.1: acetone / water / 80 °C 6.1: ammonia / water / 5 h / 80 °C 6.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 6 steps 1.1: di-n-propylamine / 16 h / 15 - 55 °C 2.1: hydrogen bromide / water / 72 h / 100 °C 3.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 4.1: ammonia / water; tert-butyl methyl ether / 0 - 20 °C 4.2: pH 2 5.1: chloroform; ethanol / 0.75 h / 60 - 63 °C 6.1: ammonia / water / 5 h / 80 °C 6.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 7 steps 1.1: di-n-propylamine / 16 h / 15 - 55 °C 2.1: hydrogen bromide / water / 72 h / 100 °C 3.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 4.1: 1,4-diaza-bicyclo[2.2.2]octane / tert-butyl methyl ether / 2 h / -78 °C / Inert atmosphere 5.1: chloroformic acid ethyl ester; triethylamine / acetone / -20 °C / Inert atmosphere 5.2: 2 h / -20 °C 5.3: 0 °C 6.1: chloroform; ethanol / 0.75 h / 60 - 63 °C 7.1: ammonia / water / 5 h / 80 °C 7.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 7 steps 1.1: di-n-propylamine / 16 h / 15 - 55 °C 2.1: hydrogen bromide / water / 72 h / 100 °C 3.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 4.1: 1,4-diaza-bicyclo[2.2.2]octane / tert-butyl methyl ether / 2 h / -78 °C / Inert atmosphere 5.1: chloroformic acid ethyl ester; triethylamine / acetone / -20 °C / Inert atmosphere 5.2: 2 h / -20 °C 5.3: 0 °C 6.1: acetone / water / 80 °C 7.1: ammonia / water / 5 h / 80 °C 7.2: 0 °C / pH 1 View Scheme |
2-isobutyl-propane-1,1,3,3-tetracarboxylic acid tetraethyl ester
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: hydrogen bromide / water / 72 h / 100 °C 2.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 3.1: ammonia / water; tert-butyl methyl ether / 0 - 20 °C 3.2: pH 2 4.1: acetone / water / 80 °C 5.1: ammonia / water / 5 h / 80 °C 5.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 5 steps 1.1: hydrogen bromide / water / 72 h / 100 °C 2.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 3.1: ammonia / water; tert-butyl methyl ether / 0 - 20 °C 3.2: pH 2 4.1: chloroform; ethanol / 0.75 h / 60 - 63 °C 5.1: ammonia / water / 5 h / 80 °C 5.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 6 steps 1.1: hydrogen bromide / water / 72 h / 100 °C 2.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 3.1: 1,4-diaza-bicyclo[2.2.2]octane / tert-butyl methyl ether / 2 h / -78 °C / Inert atmosphere 4.1: chloroformic acid ethyl ester; triethylamine / acetone / -20 °C / Inert atmosphere 4.2: 2 h / -20 °C 4.3: 0 °C 5.1: chloroform; ethanol / 0.75 h / 60 - 63 °C 6.1: ammonia / water / 5 h / 80 °C 6.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 6 steps 1.1: hydrogen bromide / water / 72 h / 100 °C 2.1: acetyl chloride / 3.08 h / 20 - 55 °C / Inert atmosphere 3.1: 1,4-diaza-bicyclo[2.2.2]octane / tert-butyl methyl ether / 2 h / -78 °C / Inert atmosphere 4.1: chloroformic acid ethyl ester; triethylamine / acetone / -20 °C / Inert atmosphere 4.2: 2 h / -20 °C 4.3: 0 °C 5.1: acetone / water / 80 °C 6.1: ammonia / water / 5 h / 80 °C 6.2: 0 °C / pH 1 View Scheme |
(1'SR,3 SR)-1-(1'-napthyl)ethyl-3-(carboxylomethyl)-5-methylhexanoate
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: chloroformic acid ethyl ester; triethylamine / acetone / -20 °C / Inert atmosphere 1.2: 2 h / -20 °C 1.3: 0 °C 2.1: acetone / water / 80 °C 3.1: ammonia / water / 5 h / 80 °C 3.2: 0 °C / pH 1 View Scheme | |
Multi-step reaction with 3 steps 1.1: chloroformic acid ethyl ester; triethylamine / acetone / -20 °C / Inert atmosphere 1.2: 2 h / -20 °C 1.3: 0 °C 2.1: chloroform; ethanol / 0.75 h / 60 - 63 °C 3.1: ammonia / water / 5 h / 80 °C 3.2: 0 °C / pH 1 View Scheme |
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Stage #1: R-(-)-3-(carbamoylmethyl)-5-methylhexanoic acid quinine salt With ammonia In water at 80℃; for 5h; Stage #2: With hydrogenchloride In water at 0℃; pH=1; |
1,5-diallyl 3-isobutylpentanedioate
(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: immobilized lipase B from Candida antartica; sodium hydroxide / aq. phosphate buffer / 15.6 h / 25 °C / pH 7 / Enzymatic reaction 2.1: magnesium nitride / methanol / 16 h / 20 - 80 °C 2.2: pH 3 - 4 View Scheme |
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