CAS No.79099-07-3,N-(tert-Butoxycarbonyl)-4-piperidone Suppliers,MSDS download

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

: 41979-39-9
4-piperidone hydrochloride

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water 1) 35 deg C, 1 h; 2) 50 deg C, 2.5 h;	100%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 16h;	100%
Stage #1: di-tert-butyl dicarbonate; 4-piperidone hydrochloride With triethylamine; dmap In methanol at 20℃; for 20h; Stage #2: With hydrogenchloride In dichloromethane	100%

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

: 40064-34-4
piperidine-4,4-diol hydrochloride

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With sodium carbonate In tetrahydrofuran; water at 20℃; for 12h;	99%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 16h;	98.6%
With potassium hydrogencarbonate In chloroform at 20℃;	95%

: 73390-11-1
4-piperidinone monohydrate

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

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water at 50℃; for 3h;	99%

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

: 5174-67-4
piperidin-2-one hydrochloride

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In acetonitrile for 2h; Inert atmosphere;	99%

: 4248-19-5
tert-butyl carbamate

: 41979-39-9
4-piperidone hydrochloride

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
Stage #1: 4-piperidone hydrochloride With sodium hydroxide In water at 0℃; Stage #2: tert-butyl carbazate In water for 4h;	98.44%

: 41661-47-6
piperidin-4-one

: tert-butyl (3-cyano-4,6-dimethylpyridin-2-yl) carbonate

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
In ethanol for 1h; Reflux;	96%

: 41661-47-6
piperidin-4-one

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

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With triethylamine In methanol; dichloromethane at 0 - 25℃; for 12h; Inert atmosphere;	95%
With triethylamine In dichloromethane at 20℃; for 16h;	86%
With sodium hydroxide In tetrahydrofuran for 2h; Ambient temperature;

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel(0); potassium tert-butylate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In 2,4-dichlorotoluene at 25℃; for 0.5h; Inert atmosphere;	95%
With sodium hypochlorite; C186H204N12O36; sodium hydrogencarbonate; potassium bromide In dichloromethane; water at 0 - 15℃; for 4h; pH=8.6;	95%
With (diacetoxyiodo)benzene In dichloromethane at 20℃; for 3h;	95%

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

: 40064-34-4
4-piperidone monohydrochloride monohydrate

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water for 12h; Cooling with ice;	94%
With sodium hydroxide In 1,4-dioxane	92.5%
With triethylamine In dichloromethane; ethyl acetate	86%

: 541-16-2
t-butyl malonate

: 40064-34-4
piperidine-4,4-diol hydrochloride

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; water at 0 - 20℃;	93%

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

: piperidin-4-one hydrochloride monohydrate

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane	93%
With triethylamine In dichloromethane at 20℃;	88%
With sodium carbonate In 1,4-dioxane; water at 20℃; for 1h;	87%
With sodium carbonate In 1,4-dioxane; water at 20℃; for 1h;	87%

: 152559-29-0
5-tert-butoxycarbonyl-3-hydroxy-4,5,6,7-tetrahyroisoxazolo<4,3-c>pyridine

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With hydrogen; platinum on activated charcoal In ethanol Ambient temperature;	86%

: 3612-20-2
1-phenylmethyl-4-piperidone

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

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With PMHS; palladium dihydroxide In ethanol at 20℃; for 5h;	86%

: 40064-34-4
4-piperidone monohydrochloride monohydrate

: 41840-28-2
S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water for 6h; Ambient temperature;	81.3%

: 41840-28-2
S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine

: 40064-34-4
piperidine-4,4-diol hydrochloride

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water at 20℃; for 6h;	81.3%

: 856684-31-6
tert-butyl 4-((diphenoxyphosphoryl)oxy)-3,6-dihydropyridine-1(2H)-carboxylate

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With triethylsilane; cyclohexa-1,4-diene; oxygen; cobalt acetylacetonate In methanol; nonane at 24℃; under 760.051 Torr; Reagent/catalyst;	81%

: 34619-03-9
tert-butyldicarbonate

: 41979-39-9
4-piperidone hydrochloride

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 2h;	75%
With triethylamine In dichloromethane at 0 - 20℃;	71%

: 762-75-4
tert-butyl formate

: piperidin-4-one hydrochloride monohydrate

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 16h; Inert atmosphere;	73%

: 159635-49-1
tert-butyl 4-methylidenepiperidine-1-carboxylate

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With 2,6-dimethylpyridine; sodium periodate; ruthenium(III) chloride trihydrate In dichloromethane; water; acetonitrile at 20℃; for 1h; Inert atmosphere;	71%

: 154775-43-6
3-(1-(tert-butoxycarbonyl)piperidin-4-yl)propanoic acid

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With (2,2'-dipyridyl)bis(5-methyl-2-(4-fluoro)phenylpyridine-N,C)iridium(III) hexafluorophosphate; oxygen; sodium carbonate; 1,1'-diethyl-4,4'-bipyridinium diperchlorate In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h; Irradiation;	68%

: 84358-13-4
N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With (2,2'-dipyridyl)bis(5-methyl-2-(4-fluoro)phenylpyridine-N,C)iridium(III) hexafluorophosphate; oxygen; sodium carbonate; 1,1'-diethyl-4,4'-bipyridinium diperchlorate In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h; Irradiation;	67%

: 157688-46-5
2-(1-(tert-butoxycarbonyl)piperidin-4-yl)acetic acid

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With (2,2'-dipyridyl)bis(5-methyl-2-(4-fluoro)phenylpyridine-N,C)iridium(III) hexafluorophosphate; oxygen; sodium carbonate; 1,1'-diethyl-4,4'-bipyridinium diperchlorate In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h; Irradiation;	63%

: 137076-22-3
tert butyl 4-formylpiperidine-1-carboxylate

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With (2,2'-dipyridyl)bis(5-methyl-2-(4-fluoro)phenylpyridine-N,C)iridium(III) hexafluorophosphate; oxygen; sodium carbonate; 1,1'-diethyl-4,4'-bipyridinium diperchlorate In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h; Irradiation;	17%

: 188622-27-7
tert-butyl 4-methoxypiperidine-1-carboxylate

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
With calcium hypochlorite; acetic acid In water; acetonitrile at 0℃; regioselective reaction;	3%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / tetrahydrofuran; H2O / 1 h / 20 °C 2: SO3*NMe3; triethylamine; DMSO / 18 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: CH2Cl2 / 1 h / 20 °C 2: tetrapropylammoniumperruthenate; NMO; 3 Angstroem molecular sieves / CH2Cl2 / 1 h View Scheme
Multi-step reaction with 2 steps 1: sodium carbonate / tetrahydrofuran; water / 0 - 20 °C 2: Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: sodium carbonate / tetrahydrofuran; water / 0 - 20 °C 2: Dess-Martin periodane / dichloromethane / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide; water / 1,4-dioxane / 0 - 20 °C 2: pyridinium chlorochromate; SiO2 / dichloromethane / 2 h / 20 °C View Scheme

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

1.) NaH; 2.) SOCl2: 1.) NaH; 2.) SOCl2

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / tetrahydrofuran; H2O / 1 h / 20 °C 2: SO3*NMe3; triethylamine; DMSO / 18 h / 20 °C View Scheme

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

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: CH2Cl2 / 1 h / 20 °C 2: tetrapropylammoniumperruthenate; NMO; 3 Angstroem molecular sieves / CH2Cl2 / 1 h View Scheme
Multi-step reaction with 3 steps 1: 96 percent / NaCO3, NaCl / CHCl3; H2O / 12 h / Heating 2: 59 percent / NaOH, NH2OH*HCl / H2O / 1 h / 0 °C 3: 86 percent / H2 / 10percent Pt/C / ethanol / Ambient temperature View Scheme
With triethylamine In diethyl ether; dichloromethane

: 4644-61-5
ethyl 4-piperidone-3-carboxylate hydrochloride

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 96 percent / NaCO3, NaCl / CHCl3; H2O / 12 h / Heating 2: 59 percent / NaOH, NH2OH*HCl / H2O / 1 h / 0 °C 3: 86 percent / H2 / 10percent Pt/C / ethanol / Ambient temperature View Scheme

: 1454-53-1
ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 99 percent / H2 / 10percent Pd/C / ethanol; H2O / 24 h / 2280 Torr / Ambient temperature 2: 96 percent / NaCO3, NaCl / CHCl3; H2O / 12 h / Heating 3: 59 percent / NaOH, NH2OH*HCl / H2O / 1 h / 0 °C 4: 86 percent / H2 / 10percent Pt/C / ethanol / Ambient temperature View Scheme

: 623-73-4
diazoacetic acid ethyl ester

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 141642-82-2
5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

Conditions

Conditions	Yield
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one With boron trifluoride diethyl etherate In diethyl ether at -30 - -25℃; for 0.333333h; Stage #2: diazoacetic acid ethyl ester In diethyl ether at -30 - 20℃;	100%
With boron trifluoride diethyl etherate In diethyl ether at -25℃; for 1h; Inert atmosphere;	99%
Stage #1: diazoacetic acid ethyl ester; N-tert-butyloxycarbonylpiperidin-4-one With boron trifluoride diethyl etherate In diethyl ether at 0℃; for 2h; Stage #2: With sodium carbonate In diethyl ether; water at 0℃;	98%

: 2537-48-6
diethyl 1-cyanomethylphosphonate

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 4-(cyanomethylidene)piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.666667h; Inert atmosphere;	100%
With lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.666667h; Inert atmosphere;	100%
With lithium bromide In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;	100%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 95-55-6
2-amino-phenol

: 162045-48-9
1-(tert-butoxycarbonyl)-4-[(2-hydroxyphenyl)amino]piperidine

Conditions

Conditions	Yield
	100%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; 2-amino-phenol With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 120℃; for 0.0833333h; Microwave irradiation; Stage #2: With water; sodium hydrogencarbonate	75%
With sodium tris(acetoxy)borohydride

: 75-77-4
chloro-trimethyl-silane

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 211108-48-4
tert-butyl 4-[(trimethylsilyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide Inert atmosphere;	100%
With sodium hydrogencarbonate; triethylamine In N,N-dimethyl-formamide at 90℃; for 21h; Inert atmosphere;	99%
With triethylamine In N,N-dimethyl-formamide at 0 - 90℃;	99%

: 110-91-8
morpholine

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 217807-98-2
4-morpholin-4-yl-3,6-dihydro-2H-pyridine-1-carboxylic acid ter-tbutyl ester

Conditions

Conditions	Yield
toluene-4-sulfonic acid In benzene for 24h; Heating / reflux;	100%
With toluene-4-sulfonic acid In toluene Reflux;	100%
With toluene-4-sulfonic acid In toluene for 16h; Reflux; Inert atmosphere;	100%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 135716-08-4
tert-butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 1h; Horner-Emmons reaction;	100%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In tetrahydrofuran at 20℃; for 22h;	100%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0 - 5℃; for 0.5h; Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In tetrahydrofuran at 0 - 20℃; for 2h;	100%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol	100%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one With sodium tetrahydroborate In ethanol at 0 - 20℃; for 4h; Stage #2: With water; ammonium chloride In ethanol	100%
With sodium hydroxide; sodium borohydrid In methanol	100%

: 123-75-1
pyrrolidine

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 207691-65-4
N-tert-butoxycarbonyl-4-(tetrahydropyrrole-1-yl)-1,2,3,6-tetrahydropyridine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 20h; Heating;	100%
In toluene for 6h; Heating / reflux;	100%
In toluene at 90℃; for 3h; Dean-Stark;	100%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 75-04-7
ethylamine

: 264905-39-7
4-(N-ethylamino)-1-tert-butoxycarbonylpiperidine

Conditions

Conditions	Yield
With hydrogen; platinum on carbon In ethanol; water at 50℃; under 1500.15 Torr; for 4h;	100%
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran; 1,2-dichloro-ethane at 20℃; for 24h; Inert atmosphere;	99%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; ethylamine With acetic acid In tetrahydrofuran for 0.0833333h; Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran for 24h;	94%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 107-11-9
1-amino-2-propene

: 235420-68-5
1-(t-butoxycarbonyl)-4-(N-prop-2-enyl)aminopiperidine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃;	100%
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 0 - 20℃;	95%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃;
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 20℃;
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 20℃;

: 50-00-0
formaldehyd

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 100-46-9
benzylamine

: 227940-70-7
7-benzyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With acetic acid In methanol for 4h; Heating / reflux;	100%
With acetic acid In methanol Reflux;	100%
With acetic acid In methanol for 5h; Reflux;	100%

...Expand

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 156-87-6
propan-1-ol-3-amine

: 864655-26-5
tert-butyl 4-[(3-hydroxypropyl)amino]piperidine-1-carboxylate

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In ethanol under 3361.55 Torr; for 1.5h;	100%
With hydrogen; palladium on activated charcoal In methanol at 20℃; under 760.051 Torr; for 24h;	99%
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane for 2h;
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; propan-1-ol-3-amine With acetic acid In dichloromethane at 20 - 27℃; for 3h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20 - 27℃; Inert atmosphere;

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 100-46-9
benzylamine

: 206273-87-2
4-benzylamino-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In dichloromethane; acetic acid at 20℃;	100%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; benzylamine With acetic acid In dichloromethane at 20℃; for 1h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 16h;	100%
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 16h;	98%

: 496-15-1
1-indoline

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 400828-91-3
tert-butyl 4-(indolin-1-yl) piperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 0 - 65℃; for 65h; Product distribution / selectivity;	100%
With sodium tris(acetoxy)borohydride; acetic acid at 0 - 25℃; for 1h; Product distribution / selectivity;	100%
Stage #1: 1-indoline; N-tert-butyloxycarbonylpiperidin-4-one With acetic acid In 1,2-dichloro-ethane at 0℃; for 0.166667h; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 10 - 20℃; for 65h; Product distribution / selectivity;	100%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 13139-86-1
4-methoxyphenyl magnesium bromide

: 302924-67-0
tert-butyl 4-hydroxy-4-(4-methoxyphenyl)-1-piperidinecarboxylate

Conditions

Conditions	Yield
In diethyl ether at 0 - 20℃; for 2h;	100%
In diethyl ether at 0 - 20℃; for 2h;	100%
In diethyl ether at 0 - 20℃; for 2h;	100%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 6146-52-7
5-nitroindole

: 151273-41-5
tert-butyl 4-(5-nitro-1H-indol-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate

Conditions

Conditions	Yield
With pyrrolidine In ethanol at 20℃; for 72h; Heating / reflux;	100%
With sodium methylate In methanol for 24h; Reflux;	87%
With pyrrolidine In ethanol at 20℃; for 72h;	80%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 105-56-6
ethyl 2-cyanoacetate

: 193537-11-0
tert-butyl 4-(1-cyano-2-ethoxy-2-oxoethylidene)-4-piperidine-1-carboxylate

Conditions

Conditions	Yield
With ammonium acetate; acetic acid; benzene	100%
With ammonium acetate; acetic acid In benzene for 4h; Reflux; Inert atmosphere;	99%
With ammonium acetate In acetic acid; benzene for 4h; Heating / reflux;	99%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 141-43-5
ethanolamine

: 701298-37-5
tert-butyl 4-[(2-hydroxyethyl)amino]piperidine-1-carboxylate

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol at 20℃; under 760.051 Torr; for 24h;	100%
With hydrogen; palladium 10% on activated carbon In ethanol under 3361.55 Torr; for 1.5h;	100%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; ethanolamine With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; Inert atmosphere; Stage #2: With sodium hydroxide In dichloromethane; water pH=10;	94%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 157327-41-8
t-butyl-3-[(dimethylamino)methylidene]-4-oxopiperidine-1-carboxylate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 24h;	100%
In N,N-dimethyl-formamide at 80℃; for 24h;	100%
at 95℃; for 1.5h;	94.4%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 107-91-5
cyanoacetic acid amide

: 1001020-08-1
tert-butyl 2-amino-3-carbamoyl-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate

Conditions

Conditions	Yield
With morpholine; sulfur In ethanol at 20℃;	100%
With morpholine; sulfur In ethanol for 4h; Gewald Aminoheterocycles Synthesis; Reflux; Inert atmosphere;	95%
With sulfur; diethylamine In ethanol at 20℃;	93%

: 13472-85-0
2-methoxy-5-bromopyridine

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 850141-84-3
4-(2-methoxy-5-pyridinyl)-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 12h;	100%
Stage #1: 2-methoxy-5-bromopyridine With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.0833333h; Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In tetrahydrofuran; hexanes at -78 - 0℃;	44%
With n-butyllithium In diethyl ether; hexane at -78 - 20℃;	42%
Stage #1: 2-methoxy-5-bromopyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h; Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In diethyl ether; hexane at -78 - 25℃;	42%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 41661-47-6
piperidin-4-one

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 3h;	100%
With trifluoroacetic acid In dichloromethane at 20℃;	100%
With trifluoroacetic acid In dichloromethane
With trifluoroacetic acid In 1,2-dichloro-ethane
With hydrogenchloride In 1,4-dioxane at 20℃; for 4h;	6.5 g

: 372-19-0
meta-fluoroaniline

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 679409-18-8
tert-butyl 4-((3-fluorophenyl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃;	100%
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 2h; Cooling with ice;	98.1%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 0 - 20℃; for 2h;	91%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 2516-47-4
cyclopropanemethylamine

: 710973-92-5
4-(cyclopropylmethylamino)piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In tetrahydrofuran under 2068.65 Torr; for 1h;	100%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; Acidic conditions;	74%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 25℃;
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; cyclopropanemethylamine With sodium acetate; acetic acid In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20℃; for 15h; Stage #3: With hydrogenchloride In diethyl ether; water
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; cyclopropanemethylamine With sodium acetate; acetic acid In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran for 15h; Stage #3: With sodium hydroxide; water

: 107-85-7
1-amino-3-methylbutane

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 710974-71-3
4-(3-methyl-butylamino)-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In ethanol under 3102.97 Torr;	100%
With hydrogen; palladium 10% on activated carbon In ethanol under 3102.97 Torr;	100%
With hydrogen; palladium on activated carbon In ethanol under 3102.97 Torr;	100%
With hydrogen; palladium on activated carbon In ethanol under 3102.97 Torr;	100%
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃;

: 5813-64-9
2,2-dimethylpropylamine

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 710976-87-7
tert-butyl 4-[(2,2-dimethylpropyl)amino]piperidine-1-carboxylate

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In ethanol under 3102.97 Torr; for 3h;	100%
Stage #1: 2.2-dimethylpropylamine; N-tert-butyloxycarbonylpiperidin-4-one With triethylamine; zinc(II) chloride In methanol at 65℃; for 6h; Stage #2: With sodium cyanoborohydride In methanol at 0 - 25℃; for 17h;	88%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 42h;

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 150008-24-5
tert-butyl 4-(hydroxyimino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water for 0.5h; Reflux;	100%
With hydrogenchloride; hydroxylamine In ethanol for 1.5h; Reflux;	100%
With hydroxylamine hydrochloride; sodium acetate In methanol; water Reflux;	100%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 74-89-5
methylamine

: 147539-41-1
4-methylamino-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; methylamine In methanol for 1h; pH=5 - 6; Stage #2: With methanol; sodium cyanoborohydride for 12h; Cooling with ice;	100%
With formic acid; palladium 10% on activated carbon; hydrogen In ethanol at 50℃; under 30003 Torr; Autoclave;	99%
With formic acid; palladium 10% on activated carbon; hydrogen In ethanol at 50℃; under 30003 Torr; Autoclave;	99%

: 558-13-4
carbon tetrabromide

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 305794-65-4
tert-butyl 4-(dibromomethylidene)piperidine-1-carboxylate

Conditions

Conditions	Yield
With triphenylphosphine In dichloromethane at 0 - 20℃; for 72h; Inert atmosphere;	100%
With triphenylphosphine In acetonitrile at 0 - 25℃; for 2.25h;	56%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 20℃; for 0.5h; Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In dichloromethane at -78 - 20℃;
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 20℃; Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In dichloromethane at -78 - 20℃;
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 20℃; Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In dichloromethane at -78 - 20℃;

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