Cas no. 10420-89-0 (S)-(-)-1-(1-Naphthyl)ethylamine Cinacalcet Intermediates Our products are high quality, good price, quick delivery time and we supply all customers best service in the long-term cooperation as below: 1.Established manufacturer
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inquirysodium tetrafluoroborate
B
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With CF3COOH In dichloromethane To a soln. of complex in CH2Cl2 was added CF3CO2H, the mixt. was stirred for 10 min (N2 atm.); evapd., extd. with H2O, NaBF4 was added;; ppt. was filtered, recrystd. from CH2Cl2-hexane;; | A 98% B n/a |
isopropyl methoxyacetate
(RS)-1-(1-naphthyl)ethylamine
B
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With immobilized lipase B from Candida antarctica (Novozyme 435) In diethyl ether | A 93% B 92% |
With Novozym 435 at 47℃; Molecular sieve; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; | A 48% B 45% |
With Candida antacrtica lipase B at 20℃; Enzymatic reaction; optical yield given as %ee; |
B
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With CF3CO2H; NaBF4 In dichloromethane addn. of CF3CO2H to Re complex soln.; stirring, 20 min.; evapn.; dissoln. in methanol; addn. of H2O and solid NaBF4; pptn.; filtration; drying (vac.); recrystn. from CH2Cl2-hexane; filtration; washing with ether; drying under vac.; elem. anal.; | A 91% B 76% |
Pyridine-2-sulfonic acid ((S)-1-naphthalen-1-yl-ethyl)-amide
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With magnesium In methanol at 0℃; for 2h; | 90% |
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With hydrogenchloride In water | 75% |
(RS)-1-(1-naphthyl)ethylamine
A
(S)-1-(1-Naphthyl)ethylamine
B
(R)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
Stage #1: (RS)-1-(1-naphthyl)ethylamine With (S)-isopropylidene glycerol 3-carboxy-2-naphthoate In methanol at 20℃; Stage #2: With sulfuric acid In ethyl acetate | A n/a B 47% |
lauric acid
(RS)-1-(1-naphthyl)ethylamine
A
(S)-1-(1-Naphthyl)ethylamine
B
(R)-N-lauroyl-α-(1-naphthyl)ethylamine
C
N-((S)-1-(naphthalen-1-yl)ethyl)dodecanamide
Conditions | Yield |
---|---|
With Candida antarctica lipase B In n-heptane at 80℃; for 25h; | A 45% B n/a C n/a |
Ethyl hexanoate
(RS)-1-(1-naphthyl)ethylamine
B
(S)-1-(1-Naphthyl)ethylamine
C
(R)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With Candida antarctica lipase In di-isopropyl ether at 30℃; for 120h; | A 42% B n/a C n/a |
ethyl laurate
(RS)-1-(1-naphthyl)ethylamine
A
(S)-1-(1-Naphthyl)ethylamine
B
(R)-1-(1-Naphthyl)ethylamine
C
(R)-N-lauroyl-α-(1-naphthyl)ethylamine
Conditions | Yield |
---|---|
With Candida antarctica lipase In di-isopropyl ether at 30℃; for 120h; | A n/a B n/a C 37% |
(RS)-1-(1-naphthyl)ethylamine
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With D-(+)-camphoric acid |
methyl 1-naphthyl ketone O-methyloxime
A
(S)-1-(1-Naphthyl)ethylamine
B
(R)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With (2S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol-borane In tetrahydrofuran at 30℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
A
(S)-1-(1-Naphthyl)ethylamine
B
(R)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With hydroxylamine-O-sulfonic acid In tetrahydrofuran for 10h; Substitution; Title compound not separated from byproducts; |
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate In methanol; water |
(RS)-1-(1-naphthyl)ethylamine
ethyl acetate
A
(S)-1-(1-Naphthyl)ethylamine
B
(R)-1-(1-Naphthyl)ethylamine
C
(1R)-N-acetyl-(1-naphthyl)ethylamine
D
(S)-N-(1-(naphthalen-1-yl)ethyl)acetamide
Conditions | Yield |
---|---|
With Candida antarctica lipase B at 60℃; Title compound not separated from byproducts; |
1'-naphthacetophenone
A
(S)-1-(1-Naphthyl)ethylamine
B
(R)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
Stage #1: 1'-naphthacetophenone With [((R)-tol-binap)RuCl2(DMF)x]; ammonia; ammonium formate In methanol at 85℃; for 30h; Leuckart-Wallach reaction; Stage #2: With hydrogenchloride In ethanol for 1h; Heating; Title compound not separated from byproducts; | |
With pyridoxal 5'-phosphate; isopropylamine In aq. phosphate buffer at 45℃; for 24h; pH=9; Enzymatic reaction; enantioselective reaction; | A n/a B n/a |
With pyridoxal 5'-phosphate; isopropylamine In aq. phosphate buffer at 45℃; for 24h; pH=9; Enzymatic reaction; enantioselective reaction; | A n/a B n/a |
(RS)-1-(1-naphthyl)ethylamine
(1S,2S)-N-acetyl-1,2-bis(trifluoromethanesulfonamido) cyclohexane
A
(S)-1-(1-Naphthyl)ethylamine
B
(R)-1-(1-Naphthyl)ethylamine
C
(1R)-N-acetyl-(1-naphthyl)ethylamine
D
(S)-N-(1-(naphthalen-1-yl)ethyl)acetamide
Conditions | Yield |
---|---|
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone at -20℃; for 24h; Title compound not separated from byproducts; | |
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone at -20℃; Product distribution; Further Variations:; Temperatures; Reagents; |
N-(1-(1-Naphthyl)ethylidene)2'-methoxy-6'-methylaniline
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: chiral 1,1'-bisphosphanoferrocene; H2 / {Ir(cod)Cl}2 / CH2Cl2 / 20 °C / 51714.8 Torr 2: CAN / methanol; H2O View Scheme |
1-(1-naphthalenyl)ethanone oxime
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 74.9 percent / H2, conc. ammonia / Raney nickel / aq. ethanol / 24 h / 3040 Torr / Ambient temperature View Scheme | |
Multi-step reaction with 3 steps 1: ammonia; hydrogen / methanol; water / 58 - 62 °C / 2574.5 - 2942.29 Torr 2: ethanol / 0.75 h / 60 - 65 °C / Resolution of racemate 3: ammonia / water; toluene View Scheme |
(Z)-1-(naphthalen-1-yl)ethanone oxime
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaH / dimethylformamide / 1.) 0 deg C, 1 h, 2.) ambient temp., 5 h 2: (S)-(-)-2-amino-3-methyl-1,1-diphenylbutanol*borane / tetrahydrofuran / 24 h / 30 °C View Scheme |
(1R)‐1‐(naphthalen‐1‐yl)ethyl methanesulfonate
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With ammonia In toluene at 87℃; under 2250.23 Torr; for 5h; | n/a |
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With sodium hydroxide In water; toluene pH=> 10; | n/a |
sodium tetrafluoroborate
(+)-(SS)-(η-C5H5)Re(NO)(PPH3)(CONHCH(CH3)C10H7)
B
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With CF3COOH In dichloromethane To a soln. of complex in CH2Cl2 was added CF3CO2H, the mixt. was stirred for 10 min (N2 atm.); evapd., extd. with H2O, NaBF4 was added;; ppt. was filtered, recrystd. from CH2Cl2-hexane;; |
(RS)-1-(1-naphthyl)ethylamine
A
1'-naphthacetophenone
B
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With D-amino acid oxidase; ATA-117; pyridoxal 5'-phosphate; 2-oxo-propionic acid at 30℃; for 3h; pH=8; Resolution of racemate; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; |
1'-naphthacetophenone
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: hydroxylamine hydrochloride; sodium hydroxide / methanol; water / 20 - 35 °C / pH 6 - 6.5 2: ammonia; hydrogen / methanol; water / 58 - 62 °C / 2574.5 - 2942.29 Torr 3: ethanol / 0.75 h / 60 - 65 °C / Resolution of racemate 4: ammonia / water; toluene View Scheme | |
Multi-step reaction with 3 steps 1.1: hydroxylamine hydrochloride; sodium carbonate / ethanol; water / pH 5 / Reflux 2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C 2.2: 18 h / 20 °C 3.1: C19H23BNO3(1-)*H(1+); borane-THF / 1,4-dioxane / 72 h / Inert atmosphere View Scheme | |
With pyridoxal 5'-phosphate; ω-transaminases from ochrobactrum anthropi mutant W58A; isopropylamine In aq. phosphate buffer; dimethyl sulfoxide at 37℃; under 300 Torr; for 15h; pH=7; Kinetics; Reagent/catalyst; Enzymatic reaction; enantioselective reaction; | n/a |
With dipotassium hydrogenphosphate; pyridoxal 5'-phosphate In aq. phosphate buffer; dimethyl sulfoxide at 45℃; for 48h; pH=9; Reagent/catalyst; Enzymatic reaction; enantioselective reaction; | n/a |
With pyridoxal 5'-phosphate; isopropylamine In aq. phosphate buffer at 45℃; for 24h; pH=9; Enzymatic reaction; enantioselective reaction; | n/a |
(1S)-1-(naphthalen-1-yl)ethanamine (R)-mandelate
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With ammonia In water; toluene |
A
(S)-1-(1-Naphthyl)ethylamine
B
(R)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With potassium hydroxide Inert atmosphere; |
Phenylselenyl chloride
(S)-1-(1-Naphthyl)ethylamine
N-<(S)-1-(1-Naphthyl)-ethyl>benzeneselenamide
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0℃; for 2h; | 100% |
Conditions | Yield |
---|---|
Stage #1: formaldehyd In toluene for 0.5h; cooling; Stage #2: (S)-1-(1-Naphthyl)ethylamine With tetrafluoroboric acid In water; toluene at 0℃; for 0.25h; Stage #3: Glyoxal In water; toluene at 20 - 40℃; for 12.5h; | 100% |
bromobenzene
(S)-1-(1-Naphthyl)ethylamine
(S)-N-(1-(1-naphthyl)ethyl)aniline
Conditions | Yield |
---|---|
With sodium t-butanolate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0) In toluene at 80℃; | 100% |
With potassium tert-butylate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 80℃; for 12h; Inert atmosphere; | 97% |
(S)-1-(1-Naphthyl)ethylamine
Boc-Arg(MTS)-OH
[4-(N'-2,4,6-trimethylphenylsulfonyl-guanidino)-1(S)-(1-naphthalen-1(S)-yl-ethylcarbamoyl)-butyl]-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 12h; | 100% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane |
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
In tetrahydrofuran room temp.; | 100% |
In tetrahydrofuran N2-atmosphere; addn. of 3-fold excess of amine to suspension of Ru-complex, stirring (1 h, in dark); evapn., pptn. on addn. of petroleum ether, recrystn. (CH2Cl2:petroleum ether); elem. anal.; | 90% |
(1α,5α,6α)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
Stage #1: (1α,5α,6α)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid; (S)-1-(1-Naphthyl)ethylamine With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 18h; Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 4h; | 100% |
Multi-step reaction with 2 steps 1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 4 h / 20 °C View Scheme |
(2R)-2-tert-butyloxy-4-(9-fluorenylmethoxy)carbonylaminobutyric acid
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; 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; | 99% |
(2S)-2-tert-butyloxy-4-(9-fluorenylmethoxy)carbonylaminobutyric acid
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; 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; | 99% |
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
In ethanol 1 equiv. of amine was added to EtOH soln. of Co-complex at 45 °C,30 min; solid was filtered off, further product was recovered after partial evapn. of solvent at room temp.; | 99% |
Conditions | Yield |
---|---|
With triethylamine In chloroform at 20℃; for 72h; | 99% |
(S)-1-(1-Naphthyl)ethylamine
ortho-diphenylphosphinobenzoic acid
C31H26NOP
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 24℃; for 12h; | 99% |
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-methoxybenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere; Stage #2: (S)-1-(1-Naphthyl)ethylamine With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere; | 99% |
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With 1-(fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate In acetonitrile at 0 - 20℃; for 4h; | 99% |
With 1-(fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate In acetonitrile at 20℃; for 2h; Cooling with ice; | 99% |
(S)-1-(1-Naphthyl)ethylamine
benzenesulfonyl chloride
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1.08333h; | 99% |
(S)-1-(1-Naphthyl)ethylamine
o-hydroxyacetophenone
2-{1-[(E)-(S)-1-Naphthalen-1-yl-ethylimino]-ethyl}-phenol
Conditions | Yield |
---|---|
With dibutyltin diacetate In toluene for 96h; Reflux; Inert atmosphere; | 98% |
With toluene-4-sulfonic acid In benzene for 24h; Heating; |
(S)-1-(1-Naphthyl)ethylamine
3-acetamino-3-methyltridecanoic acid
Conditions | Yield |
---|---|
Stage #1: 3-acetamino-3-methyltridecanoic acid With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 1h; Stage #2: (S)-1-(1-Naphthyl)ethylamine In dichloromethane for 3h; | 98% |
(S)-1-(1-Naphthyl)ethylamine
N-methyl-2-imidazolcarboxaldehyde
Conditions | Yield |
---|---|
With magnesium sulfate In chloroform for 24h; Inert atmosphere; Reflux; | 98% |
Conditions | Yield |
---|---|
Stage #1: C11H16O3 With triethylsilane; Wilkinson's catalyst In toluene at 20℃; Inert atmosphere; Stage #2: With sodium hydroxide In methanol; water at 70℃; for 1h; Stage #3: (S)-1-(1-Naphthyl)ethylamine In ethanol for 2h; | 98% |
(S)-1-(1-Naphthyl)ethylamine
1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethan-1-one
Conditions | Yield |
---|---|
Stage #1: 1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethan-1-one With toluene-4-sulfonic acid In ethanol at 5 - 15℃; Inert atmosphere; Stage #2: (S)-1-(1-Naphthyl)ethylamine In ethanol at 10℃; Inert atmosphere; | 97.7% |
Conditions | Yield |
---|---|
Stage #1: m-bromobenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 1h; Stage #2: (S)-1-(1-Naphthyl)ethylamine With pyridine In dichloromethane at 0 - 20℃; for 2h; | 97% |
1-(3-iodopropyl)-3-(trifluoromethyl)benzene
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 70℃; for 12h; | 97% |
With potassium carbonate In acetonitrile | 95% |
Glyoxal
(S)-1-(1-Naphthyl)ethylamine
N,N'-bis[(S)-1-naphthyl-ethyl]ethanediimine
Conditions | Yield |
---|---|
With formic acid; magnesium sulfate In dichloromethane; water at 20℃; for 16h; | 96% |
With formic acid; magnesium sulfate In dichloromethane at 20℃; for 5h; |
carbon disulfide
(S)-1-(1-Naphthyl)ethylamine
Conditions | Yield |
---|---|
at 48℃; | 96% |
Conditions | Yield |
---|---|
With sodium t-butanolate; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride In 1,2-dimethoxyethane at 50℃; for 48h; Product distribution / selectivity; Buchwald-Hartwig Reaction; | 96% |
3-chloroquinoline
(S)-1-(1-Naphthyl)ethylamine
(S)-N-(1-(naphthalene-1-yl)ethyl)isoquinolin-3-amine
Conditions | Yield |
---|---|
With [(1,3-(2,6-diisopropylphenyl)imidazol-2-ylidene)(3-chloropyridyl)palladium(II) dichloride]; caesium carbonate In 1,2-dimethoxyethane at 80℃; for 24h; Buchwald-Hartwig amination; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 1h; | 96% |
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