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2508-29-4

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2508-29-4 Usage

Description

5-Amino-1-pentanol is a linker containing a hydroxyl group and amine group. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The amine group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc.

Chemical Properties

clear colorless to brown liquid after melting

Uses

Different sources of media describe the Uses of 2508-29-4 differently. You can refer to the following data:
1. 5-Amino-1-pentanol is an aliphatic amino alcohol with potential plasma lipid-lowering properties. 5-Amino-1-pentanol and other amino alcohols are used as emulsifying agents in dry-cleaning soaps, wax removers, cosmetics, paints and insecticides.
2. 5-Amino-1-pentanol has been used in the synthesis of S-glycosyl amino-acid building blocks. It has been used as starting reagent in the synthesis of aminofunctionalized 4-chloro-2,2′:6′,2′′-terpyridine.

General Description

5-Amino-1-pentanol undergoes facile intramolecular cyclocondensation with piperidine and methyl or ethyl piperidine in the presence of methanol or ethanol over zeolite catalyst.

Check Digit Verification of cas no

The CAS Registry Mumber 2508-29-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,5,0 and 8 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2508-29:
(6*2)+(5*5)+(4*0)+(3*8)+(2*2)+(1*9)=74
74 % 10 = 4
So 2508-29-4 is a valid CAS Registry Number.
InChI:InChI=1/C5H13NO/c6-4-2-1-3-5-7/h7H,1-6H2/p+1

2508-29-4 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (L01979)  5-Amino-1-pentanol, 96%   

  • 2508-29-4

  • 25g

  • 549.0CNY

  • Detail
  • Alfa Aesar

  • (L01979)  5-Amino-1-pentanol, 96%   

  • 2508-29-4

  • 100g

  • 1526.0CNY

  • Detail
  • Aldrich

  • (123048)  5-Amino-1-pentanol  95%

  • 2508-29-4

  • 123048-10G

  • 468.00CNY

  • Detail
  • Aldrich

  • (123048)  5-Amino-1-pentanol  95%

  • 2508-29-4

  • 123048-50G

  • 1,670.76CNY

  • Detail
  • Aldrich

  • (11318)  5-Amino-1-pentanolsolution  50% in H2O

  • 2508-29-4

  • 11318-100G

  • 1,620.45CNY

  • Detail

2508-29-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-aminopentan-1-ol

1.2 Other means of identification

Product number -
Other names EINECS 219-718-2

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:2508-29-4 SDS

2508-29-4Synthetic route

N'-(5-hydroxy-pentyl)-N,N-dibenzyl-formamidine

N'-(5-hydroxy-pentyl)-N,N-dibenzyl-formamidine

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
In water; tert-butyl alcohol at 20℃; for 24h; Hydrolysis;99%
With hydrogen; palladium dihydroxide In methanol; water under 3620.04 Torr; Ambient temperature;52%
N-(tert-butyloxycarbonyl)-5-aminopentanol
75178-90-4

N-(tert-butyloxycarbonyl)-5-aminopentanol

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With water at 100℃; for 4.5h;99%
tetrahydro-2H-2-pyranol
694-54-2

tetrahydro-2H-2-pyranol

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With ammonium hydroxide; hydrogen In water at 80℃; under 15001.5 Torr; for 6h; Pressure; Temperature;93%
With ammonia; hydrogen In water at 80℃; under 15001.5 Torr; for 1h; Reagent/catalyst; Autoclave;
With ammonium hydroxide; hydrogen In water at 60℃; under 15001.5 Torr; for 1h; Catalytic behavior; Temperature; Autoclave;
N'-(5-hydroxy-pentyl)-N,N-dibenzyl-formamidine

N'-(5-hydroxy-pentyl)-N,N-dibenzyl-formamidine

A

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

B

(5-hydroxypentyl)methylamine
2751-70-4

(5-hydroxypentyl)methylamine

Conditions
ConditionsYield
With ammonium formate; palladium dihydroxide In water; tert-butyl alcohol at 65℃; for 6h; Hydrogenolysis;A 26%
B 71%
N'-(5-hydroxy-pentyl)-N,N-dimethyl-formamidine

N'-(5-hydroxy-pentyl)-N,N-dimethyl-formamidine

A

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

B

(5-hydroxypentyl)methylamine
2751-70-4

(5-hydroxypentyl)methylamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal; palladium hydroxide - carbon In methanol at 20℃; under 3620.04 Torr; for 14h; Hydrogenolysis;A 42%
B 40%
piperidin-2-one
675-20-7

piperidin-2-one

A

piperidine
110-89-4

piperidine

B

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With [RuCl2(Ph2PCH2CH2NH2)2]; potassium tert-butylate; hydrogen; zinc(II) trifluoroacetate In 1,4-dioxane at 100℃; under 22502.3 Torr; for 18h; Inert atmosphere; Autoclave;A 9%
B 15%
TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With platinum(IV) oxide; hydrogen under 1140 - 1520 Torr;
With hydrogen In N,N-dimethyl-formamide at 170℃; under 39754 Torr; for 5h; Pressure; Temperature; Solvent; Molecular sieve;
1,5-dibromo-pentane
111-24-0

1,5-dibromo-pentane

potassium phtalimide
1074-82-4

potassium phtalimide

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
und Verseifen des entstandenen N-<ε-Brom-n-amyl>-phthalimids durch heisse waessrige Kalilauge;
5-hydroxypentanal
4221-03-8

5-hydroxypentanal

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With ammonia; nickel at 90℃; under 154457 Torr; Hydrogenation;
With sodium hydroxide; ammonia; water; nickel at 80 - 100℃; under 22065.2 Torr; Hydrogenation;
1-nitro-5-nitrosyloxy-pentane
861610-17-5

1-nitro-5-nitrosyloxy-pentane

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride
5-(1,3-dioxoisoindolin-2-yl)pentyl acetate
367275-37-4

5-(1,3-dioxoisoindolin-2-yl)pentyl acetate

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With hydrazine hydrate
1-chloro-5-aminopentane hydrochloride
1745-60-4

1-chloro-5-aminopentane hydrochloride

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With water at 150℃;
N‐(5‐hydroxypentyl)acetamide
40447-15-2

N‐(5‐hydroxypentyl)acetamide

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With sodium hydroxide for 2.5h; Heating;
5-Amino-pentadien-2,4-al
18949-31-0

5-Amino-pentadien-2,4-al

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With sodium tetrahydroborate
[1,2]oxazepane hydrochloride
22185-38-2

[1,2]oxazepane hydrochloride

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal
Desferri-danoxamin
104556-07-2

Desferri-danoxamin

A

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

B

4-((5-aminopentyl)amino)-4-oxobutanoic acid
57530-98-0

4-((5-aminopentyl)amino)-4-oxobutanoic acid

Conditions
ConditionsYield
With sulfuric acid; hydrogen; acetic acid; platinum(IV) oxide 1.) 80 deg C, 1 h; Multistep reaction;
N-(5-bromopentyl)phthalimide
954-81-4

N-(5-bromopentyl)phthalimide

KOH-solution

KOH-solution

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

platinum oxide

platinum oxide

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
under 1140 - 1520 Torr; Hydrogenation;
(E)-tetrahydrofuran-2-carbaldehyde oxime
23247-31-6

(E)-tetrahydrofuran-2-carbaldehyde oxime

ethanol
64-17-5

ethanol

sodium

sodium

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

tetrahydro-furfurol oxime

tetrahydro-furfurol oxime

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With ethanol; sodium
5-hydroxypentanal
4221-03-8

5-hydroxypentanal

ammonia
7664-41-7

ammonia

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
Hydrogenation;
hydrogenchloride
7647-01-0

hydrogenchloride

1-nitro-5-nitrosyloxy-pentane
861610-17-5

1-nitro-5-nitrosyloxy-pentane

tin dichloride

tin dichloride

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

tetrahydrofurfurol oxime

tetrahydrofurfurol oxime

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With ethanol; sodium
1,5-diiodopentane
628-77-3

1,5-diiodopentane

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether; silver nitrite
2: SnCl2; hydrochloric acid
View Scheme
5-bromo-1-pentanyl acetate
15848-22-3

5-bromo-1-pentanyl acetate

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 180 °C
2: hydrazine hydrate
View Scheme
pyridine
110-86-1

pyridine

substituted arylarsonic acids

substituted arylarsonic acids

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2O / (irradiation)
2: NaBH4
View Scheme
hydrazine hydrate
7803-57-8

hydrazine hydrate

5-hydroxypentanal oxime

5-hydroxypentanal oxime

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
aluminum nickel In ethanol; water
CH2CH(CH2)3NH2BH3
1039627-20-7

CH2CH(CH2)3NH2BH3

A

4-hydroxy-pentylamine
81693-62-1

4-hydroxy-pentylamine

B

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
Stage #1: CH2CH(CH2)3NH2BH3 With iodine In dichloromethane at 20℃;
Stage #2: With sodium hydroxide; dihydrogen peroxide In methanol; water at 20℃; regioselective reaction;
1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

A

piperidine
110-89-4

piperidine

B

1,5-diaminopentane
462-94-2

1,5-diaminopentane

C

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Conditions
ConditionsYield
With ammonia; chlorocarbonylhydrido[4,5-bis(dicyclohexylphosphinomethyl)acridine]ruthenium(II) In toluene at 180℃; under 33078.3 Torr; for 12h; Autoclave; Inert atmosphere;
With chlorocarbonylhydrido[4,5-bis(dicyclohexylphosphinomethyl)acridine]ruthenium(II); ammonia In toluene at 180℃; under 33078.3 Torr; for 12h; Autoclave; Inert atmosphere;
phthalic anhydride
85-44-9

phthalic anhydride

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

5-phthalimido-1-pentanol
63273-48-3

5-phthalimido-1-pentanol

Conditions
ConditionsYield
at 145℃; for 0.5h;100%
In ethanol Heating / reflux;100%
at 145℃; for 0.5h;100%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-(tert-butyloxycarbonyl)-5-aminopentanol
75178-90-4

N-(tert-butyloxycarbonyl)-5-aminopentanol

Conditions
ConditionsYield
In dichloromethane for 12h;100%
In dichloromethane at 20℃; for 18h;100%
With triethylamine In water; acetone at 0 - 20℃; for 4h;100%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

N-cyano-N'-(3,3-diphenylpropyl)-S-methylisothiourea
136604-79-0

N-cyano-N'-(3,3-diphenylpropyl)-S-methylisothiourea

N-cyano-N'-(3,3-diphenylpropyl)-N''-(5-hydroxypentyl)guanidine

N-cyano-N'-(3,3-diphenylpropyl)-N''-(5-hydroxypentyl)guanidine

Conditions
ConditionsYield
In ethanol Heating;100%
N-(Benzyloxycarbonyloxy)succinimide
13139-17-8

N-(Benzyloxycarbonyloxy)succinimide

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

5-<(benzyloxycarbonyl)amino>pentanol
87905-98-4

5-<(benzyloxycarbonyl)amino>pentanol

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 20℃; for 4h;100%
In tetrahydrofuran at 20℃; for 19h; Acylation;
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

N,N'-bis-Boc-S-methyl-isothiourea
322474-21-5

N,N'-bis-Boc-S-methyl-isothiourea

tert-butyl N-[[tert-butoxycarbonylamino]-[5-hydroxypentylamino]methylene]carbamate
170983-44-5

tert-butyl N-[[tert-butoxycarbonylamino]-[5-hydroxypentylamino]methylene]carbamate

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; for 2h;100%
In N,N-dimethyl-formamide at 20℃;
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

1-adamantyl isocyanate
4411-25-0

1-adamantyl isocyanate

1-adamantan-1-yl-3-(5-hydroxypentyl)urea
852240-75-6

1-adamantan-1-yl-3-(5-hydroxypentyl)urea

Conditions
ConditionsYield
Stage #1: 5-hydroxypentylamine; 1-adamantyl isocyanate In N,N-dimethyl-formamide at 0℃; for 12h;
Stage #2: With hydrogenchloride In N,N-dimethyl-formamide at 0℃; for 0.5h;
100%
In N,N-dimethyl-formamide at 0℃; for 12h;100%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

5-Trimethylsilanyloxy-pentylamine
881918-04-3

5-Trimethylsilanyloxy-pentylamine

Conditions
ConditionsYield
With lithium perchlorate; silica gel In dichloromethane at 20℃; for 0.166667h;100%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

4-bromobenzenesulfonyl chloride
98-58-8

4-bromobenzenesulfonyl chloride

4-bromophenyl sulfonic acid-(5-hydroxypentyl)-amide
918638-44-5

4-bromophenyl sulfonic acid-(5-hydroxypentyl)-amide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 12h;100%
With triethylamine In dichloromethane at 0 - 20℃;96%
With pyridine In dichloromethane at 20℃; for 2h;75%
1-adamantyl isocyanate

1-adamantyl isocyanate

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

1-adamantan-1-yl-3-(5-hydroxypentyl)urea

1-adamantan-1-yl-3-(5-hydroxypentyl)urea

Conditions
ConditionsYield
With hydrogenchloride In N,N-dimethyl-formamide at 0℃; for 12.5h;100%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

N-(5-hydroxypentyl)formamide
95732-46-0

N-(5-hydroxypentyl)formamide

Conditions
ConditionsYield
Reflux;100%
at 90℃; for 6h;97%
at 90℃; for 4h;73%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

C8H4BrNO5
1001433-41-5

C8H4BrNO5

C13H17BrN2O5
1001433-42-6

C13H17BrN2O5

Conditions
ConditionsYield
Stage #1: 5-hydroxypentylamine; C8H4BrNO5 In 1,2-dichloro-ethane for 0.25h;
Stage #2: With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 0 - 20℃;
Stage #3: With sodium hydrogencarbonate In dichloromethane; water; 1,2-dichloro-ethane
100%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

3,5-di-tert-butyl-2-hydroxybenzaldehyde
37942-07-7

3,5-di-tert-butyl-2-hydroxybenzaldehyde

(E)-2,4-di-tert-butyl-6-(((4-hydroxypentyl)imino)methyl)phenol
1243265-05-5

(E)-2,4-di-tert-butyl-6-(((4-hydroxypentyl)imino)methyl)phenol

Conditions
ConditionsYield
In methanol Reflux; Inert atmosphere;100%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

3-Bromobenzenesulfonyl chloride
2905-24-0

3-Bromobenzenesulfonyl chloride

3-bromophenylsulfonic acid-(5-hydroxypentyl)amide

3-bromophenylsulfonic acid-(5-hydroxypentyl)amide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 14h;100%
With triethylamine In dichloromethane at 0 - 20℃;91%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

2,4-Dimethoxybenzaldehyde
613-45-6

2,4-Dimethoxybenzaldehyde

5-((2,4-dimethoxybenzyl)amino)pentan-1-ol
932176-57-3

5-((2,4-dimethoxybenzyl)amino)pentan-1-ol

Conditions
ConditionsYield
Stage #1: 5-hydroxypentylamine; 2,4-Dimethoxybenzaldehyde In toluene for 4h; Reflux; Dean-Stark;
Stage #2: With sodium tetrahydroborate In methanol at 0℃; for 0.166667h;
100%
Stage #1: 5-hydroxypentylamine; 2,4-Dimethoxybenzaldehyde With acetic acid In methanol at 10℃; for 0.5h;
Stage #2: With sodium tetrahydroborate In methanol at -10 - 10℃; for 1.66667h;
Stage #3: With sodium hydrogencarbonate In methanol for 0.5h;
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

1-amino-5-bromopentane hydrobromide
51874-27-2

1-amino-5-bromopentane hydrobromide

Conditions
ConditionsYield
With hydrogen bromide In water for 3h; Inert atmosphere; Reflux;100%
With hydrogen bromide for 3h; Reflux;92%
Multi-step reaction with 3 steps
1: dichloromethane / 2 h / 20 °C
2: triphenylphosphine; carbon tetrabromide / dichloromethane / 0 - 20 °C
3: trifluoroacetic acid / dichloromethane / 8 h / 220 °C
View Scheme
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

tert-butyldicarbonate
34619-03-9

tert-butyldicarbonate

N-(tert-butyloxycarbonyl)-5-aminopentanol
75178-90-4

N-(tert-butyloxycarbonyl)-5-aminopentanol

Conditions
ConditionsYield
In dichloromethane at 20℃; Cooling with ice;100%
In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine
73724-45-5

N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

Fmoc-Ser-Am(5C)Ol
1402012-44-5

Fmoc-Ser-Am(5C)Ol

Conditions
ConditionsYield
Stage #1: N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine With benzotriazol-1-ol In N,N-dimethyl-formamide at 20℃; for 0.05h;
Stage #2: 5-hydroxypentylamine In N,N-dimethyl-formamide at 20℃; for 0.25h;
100%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(4-hydroxybutyl)carbamic acid tert-butyl ester
75178-87-9

(4-hydroxybutyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 2.5h;100%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-bromo-2-fluoropyridine
128071-98-7

4-bromo-2-fluoropyridine

C15H23BrN2O3

C15H23BrN2O3

Conditions
ConditionsYield
Stage #1: 5-hydroxypentylamine With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h;
Stage #2: 4-bromo-2-fluoropyridine In tetrahydrofuran at 0 - 20℃; for 2h;
Stage #3: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃; for 2h;
100%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

acetic anhydride
108-24-7

acetic anhydride

N‐(5‐hydroxypentyl)acetamide
40447-15-2

N‐(5‐hydroxypentyl)acetamide

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 2h; Inert atmosphere; chemoselective reaction;99%
With dmap; triethylamine In dichloromethane at 20℃; for 13h; chemoselective reaction;43%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

Ethyl N-(5-Hydroxypentyl)oxamate
136492-86-9

Ethyl N-(5-Hydroxypentyl)oxamate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;99%
With N,O-bis-(trimethylsilyl)-acetamide 1.) THF, r.t., 1 h; 2.) 7 to 14 deg C, 1 h; Yield given. Multistep reaction;
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

2-Nitrobenzenesulfonyl chloride
1694-92-4

2-Nitrobenzenesulfonyl chloride

N-(5-hydroxypentyl)-2-nitrobenzenesulfonamide
196214-24-1

N-(5-hydroxypentyl)-2-nitrobenzenesulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 23℃; for 0.333333h;99%
With triethylamine In dichloromethane at 20℃; for 4h; Cooling with ice;96%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

2-chloro-3,5-dinitropyridine
2578-45-2

2-chloro-3,5-dinitropyridine

5-amino-N-(3,5-dinitropyridin-2-yl)pentanol
848861-44-9

5-amino-N-(3,5-dinitropyridin-2-yl)pentanol

Conditions
ConditionsYield
With triethylamine; potassium iodide In ethanol cooling;99%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

(E)-β-styryl phenyl selenone
108415-83-4

(E)-β-styryl phenyl selenone

5-(2-phenyl-1-aziridinyl)-1-pentanol
1244770-96-4

5-(2-phenyl-1-aziridinyl)-1-pentanol

Conditions
ConditionsYield
In toluene at 20℃; for 24h; Molecular sieve; chemoselective reaction;99%
L-N-Boc-Ala
15761-38-3

L-N-Boc-Ala

5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

Boc-alanyl-5-hydroxypentylamide
1301608-52-5

Boc-alanyl-5-hydroxypentylamide

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 14h;99%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

1,1-di(methylsulfanyl)-2-nitroethylene
13623-94-4

1,1-di(methylsulfanyl)-2-nitroethylene

5,5'-((2-nitroethene-1,1-diyl)bis(azanediyl))bis(pentan-1-ol)
1456912-97-2

5,5'-((2-nitroethene-1,1-diyl)bis(azanediyl))bis(pentan-1-ol)

Conditions
ConditionsYield
In ethanol for 48h; Reflux;99%
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

methyl 4-((2-(2-((tert-butyldimethylsilyl)oxy)ethoxy)ethyl)amino)-2-chloropyrimidine-5-carboxylate
1612783-81-9

methyl 4-((2-(2-((tert-butyldimethylsilyl)oxy)ethoxy)ethyl)amino)-2-chloropyrimidine-5-carboxylate

methyl 4-((2-(2-((tert-butyldimethylsilyl)oxy)ethoxy)ethyl)amino)-2-((5-hydroxypentyl)amino)pyrimidine-5-carboxylate
1612783-82-0

methyl 4-((2-(2-((tert-butyldimethylsilyl)oxy)ethoxy)ethyl)amino)-2-((5-hydroxypentyl)amino)pyrimidine-5-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 20℃;99%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 20℃;99%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 20℃;156 mg
5-hydroxypentylamine
2508-29-4

5-hydroxypentylamine

1-hydroxyl-2,5-hexanedione
65313-46-4

1-hydroxyl-2,5-hexanedione

N-(6-hydroxypentyl)-2-hydroxymethyl-5-methylpyrrole

N-(6-hydroxypentyl)-2-hydroxymethyl-5-methylpyrrole

Conditions
ConditionsYield
In ethanol at 20℃; for 0.333333h; Paal-Knorr Pyrrole Synthesis; Green chemistry;99%

2508-29-4Relevant articles and documents

-

Wilzbach,K.E.,Rausch,D.J.

, p. 2178 - 2179 (1970)

-

Effective synthesis of 5-amino-1-pentanol by reductive amination of biomass-derived 2-hydroxytetrahydropyran over supported Ni catalysts

Li, Xuemei,Tian, Junying,Liu, Hailong,Tang, Congkui,Xia, Chungu,Chen, Jing,Huang, Zhiwei

, p. 631 - 641 (2020/01/28)

A highly efficient and green process was developed for the synthesis of useful 5-amino-1-pentanol (5-AP) from biomass-derived dihydropyran by coupling the in situ generation of 5-hydroxypentanal (5-HP, via the ring-opening tautomerization of 2-hydroxytetrahydropyran (2-HTHP)) and its reductive amination over supported Ni catalysts. The catalytic performances of the supported Ni catalysts on different oxides including SiO2, TiO2, ZrO2, γ-Al2O3, and MgO as well as several commercial hydrogenation catalysts were investigated. The Ni/ZrO2 catalyst presented the highest 5-AP yield. The characterization results of the oxide-supported Ni catalysts showed that the Ni/ZrO2 catalyst possessed high reducibility and a high surface acid density, which lead to the enhanced activity and selectivity of the catalyst. The effect of reaction parameters on the catalytic performance of the Ni/ZrO2 catalyst was studied, and a high 5-AP yield of 90.8% was achieved in the reductive amination of 2-HTHP aqueous solution under mild conditions of 80 °C and 2 MPa H2. The stability of the Ni/ZrO2 catalyst was studied using a continuous flow reactor, and only a slight decrease in the 5-AP yield was observed after a 90-h time-on-stream. Additionally, the reaction pathways for the reductive amination of 2-HTHP to synthesize 5-AP were proposed.

Heterogeneously catalyzed selective hydrogenation of amides to alcohols and amines

Xie, Yinjun,Hu, Peng,Bendikov, Tatyana,Milstein, David

, p. 2784 - 2788 (2018/06/18)

We report the heterogeneously catalyzed hydrogenation of amides to form alcohols and amines. This C-N bond cleavage reaction is catalyzed by silver on γ-alumina, proceeds smoothly in high yields and 100% selectivity, and is effective for both benzamides and aliphatic amides. This is in contrast to amide hydrogenation catalyzed by heterogeneous catalysts, which generally proceeds via C-O bond cleavage. Recycling experiments show that the catalyst Ag/γ-Al2O3 can be easily recovered and regenerated without decrease in catalytic activity.

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