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5-(Z-AMINO)-1-PENTANOL

Product Name
5-(Z-AMINO)-1-PENTANOL
CAS No.
87905-98-4
Chemical Name
5-(Z-AMINO)-1-PENTANOL
Synonyms
Benzyl (5-hydroxypentyl)carbaMate;Z-APE(5)-OL;Z-NH-(CH2)5-OH;5-(Z-AMINO)-1-PENTANOL;5-(Cbz-amino)-1-pentanol;N-Cbz-5-hydroxypentylamine;N-CARBOBENZOXY-5-AMINO-1-PENTANOL;BENZYL N-(5-HYDROXYPENTYL)CARBAMATE;N-Benzyloxycarbonyl-5-aminopentanol;5-Amino-N-benzyloxycarbonylpentanol
CBNumber
CB9305883
Molecular Formula
C13H19NO3
Formula Weight
237.29
MOL File
87905-98-4.mol
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5-(Z-AMINO)-1-PENTANOL Property

Melting point:
43-47 °C
Boiling point:
408.2±38.0 °C(Predicted)
Density 
1.105±0.06 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
Dichloromethane (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form 
Solid
pka
12.68±0.46(Predicted)
color 
White to Pale Gray to Pale Beige
BRN 
4353228
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
A599580
Product name
5-Amino-N-benzyloxycarbonylpentanol
Packaging
250mg
Price
$55
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA17797
Product name
5-Amino-N-benzyloxycarbonylpentanol
Packaging
500mg
Price
$85
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA17797
Product name
5-Amino-N-benzyloxycarbonylpentanol
Packaging
1g
Price
$150
Updated
2021/12/16
AK Scientific
Product number
4006AC
Product name
Benzyl(5-hydroxypentyl)carbamate
Packaging
1g
Price
$151
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA17797
Product name
5-Amino-N-benzyloxycarbonylpentanol
Packaging
2g
Price
$270
Updated
2021/12/16
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5-(Z-AMINO)-1-PENTANOL Chemical Properties,Usage,Production

Description

Benzyl (5-hydroxypentyl)carbamate is a linker capable of repairing damaged DNA by binding to the 5'-hydroxyl group on the sugar backbone. It can also bind to DNA ligands and can inhibit cell proliferation in resistant cell lines. However, benzyl (5-hydroxypentyl)carbamate is toxic to cells and can also cause DNA damage and strand breakage.

Chemical Properties

White Solid

Uses

Benzyl (5-hydroxypentyl)carbamate is a linker capable of repairing damaged DNA by binding to the 5'-hydroxyl group on the sugar backbone. Benzyl (5-hydroxypentyl)carbamate can also bind to DNA ligands and can inhibit cell proliferation in resistant cell lines. However, Benzyl (5-hydroxypentyl)carbamate is toxic to cells and can also cause DNA damage and strand breakage.

Synthesis

2508-29-4

501-53-1

87905-98-4

To a stirred mixture of 5-amino-1-pentanol (48.5 mmol, 5.0 g) and sodium bicarbonate (145.4 mmol, 12.2 g) in water (26 mL) was slowly added a solution of benzyl chloroformate (63.1 mmol, 9.0 mL) in THF (26 mL) dropwise at 0-5 °C. After the dropwise addition was completed, the reaction mixture was stirred at room temperature overnight. After completion of the reaction, the organic layer was separated by diluting the reaction mixture with EtOAc and water. The organic layer was washed with brine (2 x 30 mL), dried over anhydrous MgSO4, filtered and concentrated under reduced pressure to remove the solvent. The crude product was dispersed with a minimal amount of cyclohexane and the resulting solid was filtered and dried under vacuum to give 5-(Cbz-amino)-1-pentanol as a white solid (8.2 g, 71%).1H NMR (400 MHz, CDCl3) δ 7.35 (m, 5H), 5.09 (s, 2H), 4.8 (brs, 1H), 3.65 (m, 2H), and 3.20 (m, 2H), 1.50-1.58 (m, 6H), 1.39 (m, 2H).

References

[1] Journal of the American Chemical Society, 2006, vol. 128, # 12, p. 4058 - 4073
[2] Chemical Communications, 2010, vol. 46, # 48, p. 9119 - 9121
[3] Chemistry - A European Journal, 2010, vol. 16, # 6, p. 1754 - 1760
[4] European Journal of Organic Chemistry, 2011, # 12, p. 2346 - 2353
[5] Journal of Medicinal Chemistry, 2002, vol. 45, # 23, p. 5098 - 5111

5-(Z-AMINO)-1-PENTANOL Preparation Products And Raw materials

Raw materials

Preparation Products

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5-(Z-AMINO)-1-PENTANOL Suppliers

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87905-98-4, 5-(Z-AMINO)-1-PENTANOLRelated Search:


  • N-CARBOBENZOXY-5-AMINO-1-PENTANOL
  • Z-APE(5)-OL
  • Z-NH-(CH2)5-OH
  • BENZYL N-(5-HYDROXYPENTYL)CARBAMATE
  • 5-(Z-AMINO)-1-PENTANOL
  • 5-[(Benzyloxycarbonyl)amino]-1-pentanol
  • 5-Amino-N-benzyloxycarbonylpentanol
  • N-(5-Hydroxypentyl)-carbamic Acid Phenylmethyl Ester
  • N-Benzyloxycarbonyl-5-aminopentanol
  • N-(5-Hydroxypentyl)carbamic acid benzyl ester
  • (5-Hydroxy-pentyl)-carbaMic acid benzyl ester
  • Benzyl (5-hydroxypentyl)carbaMate
  • N-Cbz-5-hydroxypentylamine
  • Carbamic acid, N-(5-hydroxypentyl)-, phenylmethyl ester
  • 5-(Cbz-amino)-1-pentanol
  • 1,6-Di-O-propionyl-2-(4-Pentynoylamino)-2-deoxy-D-glucopyranose
  • 87905-98-4
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