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5382-16-1 Usage

Chemical Properties

yellow to yellow-orange wet solid

Uses

Different sources of media describe the Uses of 5382-16-1 differently. You can refer to the following data:
1. 4-Hydroxypiperidine is used as a reagent for the synthesis of acridine (A190900) derivatives and fibrinogen receptor antagonists.
2. 4-Hydroxypiperidine (4-Piperidinol) can be used in the synthesis of a highly potent and selective IP (PGI(2) receptor) agonist. It can also be used in the study of copper-catalyzed N- versus O-arylation.

General Description

The molecular structure, vibrational spectra, NBO and UV-spectral analysis of 4-Hydroxypiperidine have been studied. The compounds with a substituted 4-piperidinol core have been found to be potent antagonists of the human H(3) receptor.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 5382-16-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,8 and 2 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 5382-16:
(6*5)+(5*3)+(4*8)+(3*2)+(2*1)+(1*6)=91
91 % 10 = 1
So 5382-16-1 is a valid CAS Registry Number.
InChI:InChI=1/C5H11NO/c7-5-1-3-6-4-2-5/h5-7H,1-4H2/p+1

5382-16-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (B22723)  4-Hydroxypiperidine, 97%   

  • 5382-16-1

  • 5g

  • 182.0CNY

  • Detail
  • Alfa Aesar

  • (B22723)  4-Hydroxypiperidine, 97%   

  • 5382-16-1

  • 25g

  • 592.0CNY

  • Detail
  • Alfa Aesar

  • (B22723)  4-Hydroxypiperidine, 97%   

  • 5382-16-1

  • 100g

  • 2356.0CNY

  • Detail
  • Vetec

  • (V900682)  4-Hydroxypiperidine  Vetec reagent grade, 98%

  • 5382-16-1

  • V900682-5G

  • 85.41CNY

  • Detail
  • Vetec

  • (V900682)  4-Hydroxypiperidine  Vetec reagent grade, 98%

  • 5382-16-1

  • V900682-25G

  • 358.02CNY

  • Detail
  • Aldrich

  • (128775)  4-Hydroxypiperidine  98%

  • 5382-16-1

  • 128775-5G

  • 209.43CNY

  • Detail
  • Aldrich

  • (128775)  4-Hydroxypiperidine  98%

  • 5382-16-1

  • 128775-25G

  • 690.30CNY

  • Detail
  • Aldrich

  • (128775)  4-Hydroxypiperidine  98%

  • 5382-16-1

  • 128775-100G

  • 3,557.97CNY

  • Detail

5382-16-1Synthetic route

pyridin-4-ol
626-64-2

pyridin-4-ol

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
In methanol; water100%
With water; ruthenium Hydrogenation;
With water; pyrographite; ruthenium at 140℃; under 87525.4 Torr; Hydrogenation;
With hydrogenchloride; 5% active carbon-supported ruthenium; hydrogen In water at 95℃; under 26252.6 Torr; for 24h; Reagent/catalyst; Time; Autoclave;99.5 %Chromat.
4-Hydroxy-piperidine-1-carboxylic acid (E)-3-phenyl-allyl ester

4-Hydroxy-piperidine-1-carboxylic acid (E)-3-phenyl-allyl ester

A

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

B

1-propenylbenzene
873-66-5

1-propenylbenzene

Conditions
ConditionsYield
With phenol In acetonitrile Electrochemical reaction;A 100%
B n/a
t-butyl 4-hydroxy piperidine-1-carboxylate
109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
With water at 100℃; for 10h;97%
With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
4-hydroxy-piperidine-1-carboxylic acid ethyl ester
65214-82-6

4-hydroxy-piperidine-1-carboxylic acid ethyl ester

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 130℃; for 3h; Heating;83%
1-trimethylsilanyl-1,2,3,6-tetrahydro-pyridine
6612-51-7

1-trimethylsilanyl-1,2,3,6-tetrahydro-pyridine

A

3-hydroxypiperazine
6859-99-0

3-hydroxypiperazine

B

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
A 75%
B 25%
1-allylpiperidin-4-ol
79508-92-2

1-allylpiperidin-4-ol

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
Grubbs catalyst first generation In toluene for 4h; Heating;52%
4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine
383865-57-4

4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine

A

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

B

4-hydroxy-N-(4-methoxy-7-morpholin-4-yl-benzo[d]thiazol-2-yl)piperidine-1-carboxamide

4-hydroxy-N-(4-methoxy-7-morpholin-4-yl-benzo[d]thiazol-2-yl)piperidine-1-carboxamide

Conditions
ConditionsYield
A n/a
B 50%
Methoxyallene
13169-00-1

Methoxyallene

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

N-tert-butyloxycarbonylpiperidin-4-one

A

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

B

N-(tert-butoxycarbonyl)-4-[(Z)-3-methoxyprop-2-enyl]piperidin-4-ol

N-(tert-butoxycarbonyl)-4-[(Z)-3-methoxyprop-2-enyl]piperidin-4-ol

C

N-(tert-butoxycarbonyl)-4-[(E)-3-methoxyprop-2-enyl]piperidin-4-ol

N-(tert-butoxycarbonyl)-4-[(E)-3-methoxyprop-2-enyl]piperidin-4-ol

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; tert-butyl alcohol In tetrahydrofuran at 20℃; for 16h; Title compound not separated from byproducts;A 11%
B n/a
C n/a
3-hydroxyglutaronitrile
13880-89-2

3-hydroxyglutaronitrile

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
With ethanol; nickel at 50℃; under 36775.4 Torr; Hydrogenation;
3-hydroxyglutaronitrile
13880-89-2

3-hydroxyglutaronitrile

A

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

B

1,5-diamino-3-hydroxypentane
38595-00-5

1,5-diamino-3-hydroxypentane

Conditions
ConditionsYield
With ethanol; nickel at 50℃; under 36775.4 Torr; Hydrogenation;
4-oxy-pyridine

4-oxy-pyridine

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
With ethanol; sodium
With hydrogen; acetic acid; platinum
N-ethoxycarbonyl-4-piperidone
29976-53-2

N-ethoxycarbonyl-4-piperidone

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: isobutyl bromide, Mg / diethyl ether / 10 h / Heating
2: 83 percent / KOH / ethanol / 3 h / 130 °C / Heating
View Scheme
3,6-bis[(4'-hydroxypiperidino-acetyl)amino]-acridine hydrate

3,6-bis[(4'-hydroxypiperidino-acetyl)amino]-acridine hydrate

A

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

B

N,N’-(2-chloroacetamidyl)-3,6-acridine
51462-38-5

N,N’-(2-chloroacetamidyl)-3,6-acridine

4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

trityl chloride
76-83-5

trityl chloride

N-triphenylmethyl-4-hydroxypiperidine
227100-23-4

N-triphenylmethyl-4-hydroxypiperidine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;100%
With triethylamine In dichloromethane at 20℃; for 14h;82%
With triethylamine In dichloromethane at 0℃; for 1h;
With potassium carbonate In N-methyl-acetamide
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

glutaric acid chloride monobenzyl ester
67852-85-1

glutaric acid chloride monobenzyl ester

N-(benzylglutaryl)-4-hydroxypiperidine

N-(benzylglutaryl)-4-hydroxypiperidine

Conditions
ConditionsYield
In dichloromethane for 0.0833333h;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

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

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
With sodium hydroxide In water; tert-butyl alcohol at 20℃;100%
With sodium carbonate In dichloromethane; water for 72h;100%
With sodium carbonate In dichloromethane; water for 72h; Inert atmosphere;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

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

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
With tert-butyldicarbonate; triethylamine In dichloromethane at 0℃; for 21h;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

N,N-tert-butoxycarbonyldehydroalanine
201338-62-7

N,N-tert-butoxycarbonyldehydroalanine

(+/-)-2-(di-tert-butoxycarbonylamino)-3-(4-hydroxy-piperidin-1-yl)-propionic acid methyl ester
635712-79-7

(+/-)-2-(di-tert-butoxycarbonylamino)-3-(4-hydroxy-piperidin-1-yl)-propionic acid methyl ester

Conditions
ConditionsYield
In acetonitrile Nitrogen atmosphere;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

2,5 dichloropyridine
16110-09-1

2,5 dichloropyridine

2-(4-piperidinyloxy)-5-chloropyridine
260441-44-9

2-(4-piperidinyloxy)-5-chloropyridine

Conditions
ConditionsYield
Stage #1: 4-HYDROXYPIPERIDINE; 2,5 dichloropyridine With sodium hydride In 1,2-dimethoxyethane at 82℃; for 48h;
Stage #2: With water In 1,2-dimethoxyethane
100%
With NaH In 1,2-dimethoxyethane; mineral oil
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

tert-butyldicarbonate
34619-03-9

tert-butyldicarbonate

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

t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane for 15h;100%
In tetrahydrofuran at 20℃;98.3%
With triethylamine In tetrahydrofuran at 20℃;98.3%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

Ethoxycarbonyl isothiocyanate
16182-04-0

Ethoxycarbonyl isothiocyanate

(4-hydroxypiperidine-1-carbothioyl)carbamic acid ethyl ester

(4-hydroxypiperidine-1-carbothioyl)carbamic acid ethyl ester

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

acetone
67-64-1

acetone

1-isopropylpiperidin-4-ol
5570-78-5

1-isopropylpiperidin-4-ol

Conditions
ConditionsYield
Stage #1: 4-HYDROXYPIPERIDINE; acetone With acetic acid In tetrahydrofuran at 0℃; for 0.25h;
Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20 - 40℃; for 2.75h;
Stage #3: With ammonia In water for 0.5h; pH=9;
100%
Stage #1: 4-HYDROXYPIPERIDINE; acetone With acetic acid In tetrahydrofuran at 0℃; for 0.25h;
Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20 - 40℃; for 2.83333h;
Stage #3: With ammonia; water for 0.5h; pH=9;
100%
Stage #1: 4-HYDROXYPIPERIDINE; acetone With acetic acid In 1,2-dichloro-ethane at 20℃; for 12h; Inert atmosphere;
Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 12h;
29%
Stage #1: 4-HYDROXYPIPERIDINE; acetone With sodium sulfate In chloroform at 20℃; for 24h;
Stage #2: With sodium tris(acetoxy)borohydride In chloroform at 20℃;
Stage #3: With methanol In chloroform at 20℃;
Stage #1: 4-HYDROXYPIPERIDINE; acetone In 1,2-dichloro-ethane at 20℃; for 1.5h;
Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 18h;
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

1H-Pyrazole-1-carboxamidine
4023-00-1

1H-Pyrazole-1-carboxamidine

4-hydroxypiperidine-1-carboximidamide
887624-46-6

4-hydroxypiperidine-1-carboximidamide

Conditions
ConditionsYield
With triethylamine In acetonitrile at 60℃; for 12h;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

(E)-1-((11-(1-cyanoethylidene)-6,11-dihydrodibenzo[b,e]oxepin-8-yl)methyl)-2-propyl-1H-benzo[d]imidazole-4-carboxylic acid
1207547-20-3

(E)-1-((11-(1-cyanoethylidene)-6,11-dihydrodibenzo[b,e]oxepin-8-yl)methyl)-2-propyl-1H-benzo[d]imidazole-4-carboxylic acid

(E)-2-{8-[4-(4-hydroxy-1-piperidinecarbonyl)-2-propylbenzimidazol-1-yl]methyl-6,11-dihydrodibenzo[b,e]oxepin-11-ylidene}propiononitrile
1207547-22-5

(E)-2-{8-[4-(4-hydroxy-1-piperidinecarbonyl)-2-propylbenzimidazol-1-yl]methyl-6,11-dihydrodibenzo[b,e]oxepin-11-ylidene}propiononitrile

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 20℃; for 15h;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

2-bromo-5-ethyl-[1,3,4]thiadiazole
57709-49-6

2-bromo-5-ethyl-[1,3,4]thiadiazole

1-(5-ethyl-1,3,4-thiadiazol-2-yl)piperidin-4-ol
1236284-56-2

1-(5-ethyl-1,3,4-thiadiazol-2-yl)piperidin-4-ol

Conditions
ConditionsYield
In ethanol at 140℃; for 1h; microwave reactor;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

6-chloro-2H-pyridazin-3-one
19064-67-6

6-chloro-2H-pyridazin-3-one

6-(4-hydroxypiperidin-1-yl)pyridazin-3(2H)-one
1542135-82-9

6-(4-hydroxypiperidin-1-yl)pyridazin-3(2H)-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine at 120℃; for 8h;100%
With N-ethyl-N,N-diisopropylamine at 120℃; for 8h;100%
In butan-1-ol at 140℃; for 214h;67%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

2-chloropyrimidin-4-amine
7461-50-9

2-chloropyrimidin-4-amine

2-(4-hydroxypiperidin-1-yl)pyrimidin-4-amine

2-(4-hydroxypiperidin-1-yl)pyrimidin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 150℃; for 0.5h; Microwave irradiation;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

bis(acetato-O)[(3S)-9,10-difluoro-2,3-dihydro-3-methyl-7-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylato-O6,O7]boron

bis(acetato-O)[(3S)-9,10-difluoro-2,3-dihydro-3-methyl-7-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylato-O6,O7]boron

bis(acetato-O)[(3S)-9-fluoro-10-(4-hydroxypiperidin-1-yl)-2,3-dihydro-3-methyl-7-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylato-O6,O7]boron

bis(acetato-O)[(3S)-9-fluoro-10-(4-hydroxypiperidin-1-yl)-2,3-dihydro-3-methyl-7-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylato-O6,O7]boron

Conditions
ConditionsYield
With triethylamine In acetonitrile at 70 - 80℃;100%
With triethylamine In water; acetonitrile at 65℃; for 3h;
With triethylamine In acetonitrile at 65℃; for 3.5h; Large scale;10.7 kg
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

bis(acetato-O)[(3R)-9,10-difluoro-3-(2-fluoromethyl)-2,3-dihydro-7-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylato-O6,O7]boron

bis(acetato-O)[(3R)-9,10-difluoro-3-(2-fluoromethyl)-2,3-dihydro-7-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylato-O6,O7]boron

C22H23BF2N2O9

C22H23BF2N2O9

Conditions
ConditionsYield
With triethylamine In acetonitrile at 70 - 80℃;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

(4,8-dibutyrylbenzo[1,2-d:4,5-d']bis[1,3]dioxol-2-yl)acetic acid

(4,8-dibutyrylbenzo[1,2-d:4,5-d']bis[1,3]dioxol-2-yl)acetic acid

1,1′-{2-[2-(4-hydroxypiperidin-1-yl)-2-oxoethyl]benzo(1,2-d:4,5-d′)bis([1,3]dioxole)-4,8-diyl}bis(butan-1-one)

1,1′-{2-[2-(4-hydroxypiperidin-1-yl)-2-oxoethyl]benzo(1,2-d:4,5-d′)bis([1,3]dioxole)-4,8-diyl}bis(butan-1-one)

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

6-methyl-4-(methylthio)-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H )-one

6-methyl-4-(methylthio)-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H )-one

4-(4-hydroxypiperidin-1-yl)-6-methyl-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H)-one

4-(4-hydroxypiperidin-1-yl)-6-methyl-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H)-one

Conditions
ConditionsYield
In 1,4-dioxane for 10h; Reflux;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

3-nitrobenzenesulphonyl chloride
121-51-7

3-nitrobenzenesulphonyl chloride

1-((3-nitrophenyl)sulfonyl)piperidin-4-ol
873537-43-0

1-((3-nitrophenyl)sulfonyl)piperidin-4-ol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;100%
Stage #1: 4-HYDROXYPIPERIDINE With triethylamine In dichloromethane at 0℃; for 0.166667h;
Stage #2: 3-nitrobenzenesulphonyl chloride In dichloromethane at 20℃; for 1h;
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

tert-butyl (3R)-3-[(6-chloro-5-fluoro-2-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-4-yl)oxy]piperidine-1-carboxylate

tert-butyl (3R)-3-[(6-chloro-5-fluoro-2-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-4-yl)oxy]piperidine-1-carboxylate

tert-butyl (3R)-3-{[5-fluoro-6-(4-hydroxypiperidin-1-yl)-2-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-4-yl]oxy}piperidine-1-carboxylate

tert-butyl (3R)-3-{[5-fluoro-6-(4-hydroxypiperidin-1-yl)-2-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-4-yl]oxy}piperidine-1-carboxylate

Conditions
ConditionsYield
In N,N-dimethyl acetamide at 110℃; for 1h;100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

3-((2-chloro-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)phenyl)amino)benzo[d]isothiazole-5-carbaldehyde

3-((2-chloro-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)phenyl)amino)benzo[d]isothiazole-5-carbaldehyde

1-((3-((2-chloro-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)phenyl)amino)benzo[d]isothiazol-5-yl)methyl)piperidin-4-ol

1-((3-((2-chloro-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)phenyl)amino)benzo[d]isothiazol-5-yl)methyl)piperidin-4-ol

Conditions
ConditionsYield
Stage #1: 4-HYDROXYPIPERIDINE; 3-((2-chloro-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)phenyl)amino)benzo[d]isothiazole-5-carbaldehyde With acetic acid In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: With sodium cyanoborohydride In N,N-dimethyl-formamide at 20℃; for 3h;
100%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

4-(bromomethyl)-2,2-dimethyl-1,3-dioxolane
36236-76-7

4-(bromomethyl)-2,2-dimethyl-1,3-dioxolane

1-(2,2-dimethyl-1,3-dioxolan-4-ylmethyl)-4-piperidinol
64445-06-3

1-(2,2-dimethyl-1,3-dioxolan-4-ylmethyl)-4-piperidinol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 16h; Heating;99.8%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

3-fluorophthalic acid diethyl ester

3-fluorophthalic acid diethyl ester

C17H23NO5
1234368-91-2

C17H23NO5

Conditions
ConditionsYield
In dimethyl sulfoxide at 80℃;99.4%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

4-[5-(Bromomethyl)-3-(4-fluoro-phenyl)-isoxazol-4-yl]-2-methanesulfonyl-pyrimidine
326818-08-0

4-[5-(Bromomethyl)-3-(4-fluoro-phenyl)-isoxazol-4-yl]-2-methanesulfonyl-pyrimidine

C20H21FN4O4S
673451-66-6

C20H21FN4O4S

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 1.5h;99.2%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

benzoyl cyanide
613-90-1

benzoyl cyanide

(4-hydroxy-1-piperidinyl)(phenyl)methanone
80213-01-0

(4-hydroxy-1-piperidinyl)(phenyl)methanone

Conditions
ConditionsYield
In dichloromethane at -10℃;99%
In dichloromethane Ambient temperature;95%

5382-16-1Relevant articles and documents

PRODUCTION METHOD OF CYCLIC COMPOUND

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Paragraph 0057; 0059; 0062-0064, (2021/05/05)

PROBLEM TO BE SOLVED: To provide an industrially simple production method of a cyclic compound. SOLUTION: A production method of a cyclic compound includes a step to obtain a reduced form (B) by reducing an unsaturated bond in a ring structure of an aromatic compound (A) by means of catalytic hydrogenation of the aromatic compound (A) or its salt using palladium carbon as a catalyst under a normal pressure, in which the aromatic compound (A) has one or more ring structures selected from a group consisting of a five membered-ring, a six membered-ring, and a condensed ring of the five membered-ring or the six membered-ring with another six membered-ring, a hetero atom can be included in the ring structure, and the aromatic compound (A) can have one or two side chains bonded to the ring structure and does not have any carbon-carbon triple bond in the side chain. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Method for regulating and controlling catalytic hydrogenation reaction of pyridine derivative with redox potential

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Paragraph 0036-0043, (2019/05/08)

The invention discloses a method for regulating and controlling catalytic hydrogenation reactions of a pyridine derivative with redox potential. On the basis of data such as redox potential (ORP) andcatalytic hydrogenation reaction process of the pyridine derivative in different medium systems, a scheme that the catalytic hydrogenation reaction of the pyridine derivative is promoted by improvingpyridine derivative ORP with an acid water solution is proposed. As the catalytic hydrogenation reactions of the pyridine derivative are instructed with ORP data, the testing period is shortened, meanwhile, by adopting the process, the pressure of hydrogenation reactions can be reduced, a piperidine product has the advantages of being high in purity, convenient in aftertreatment, and the like, andthus great instruction significances can be achieved for industrial development of the pyridine derivative.

Novel dimeric aryldiketo containing inhibitors of HIV-1 integrase: Effects of the phenyl substituent and the linker orientation

Zeng, Li-Fan,Jiang, Xiao-Hua,Sanchez, Tino,Zhang, Hu-Shan,Dayam, Raveendra,Neamati, Nouri,Long, Ya-Qiu

, p. 7777 - 7787 (2008/12/23)

Aryl diketoacids (ADK) and their bioisosteres are among the most promising HIV-1 integrase (IN) inhibitors. Previously, we designed a series of ADK dimers as a new class of IN inhibitors that were hypothesized to target two divalent metal ions on the active site of IN. Herein we present a further structure-activity relationship (SAR) study with respect to the substituent effect of the ADK and the dimerization with conformationally constrained linkers such as piperazine, 4-amino-piperidine, piperidin-4-ol, and trans-cyclohexan-1,4-diamine. The substituents on the phenyl ring as well as the spatial orientation of the two diketo units were observed to play important roles in the IN inhibitory potency. The hydrophobic group was an optimal substitution at the 3-position of the aryl ring. The piperazine and 4-amino-piperidine linkers brought about the most potent analogs among the hydrophobic group or halogen substituted ADK dimers. The docking studies suggested that the bulky hydrophobic substitution at 3-phenyl ring and the linker of 4-amino-piperidine were beneficial for adopting an active conformation to achieve strong interactions with the active site Mg2+ and the key residue E152 within the catalytic core domain. This study is a significant extension of our previous report on the dimeric ADK-containing IN inhibitors, providing a new promising template for further lead optimization.

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