87905-98-4

Basic information

• Product Name: 5-(Z-AMINO)-1-PENTANOL
• Synonyms: 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
• CAS NO: 87905-98-4
• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.29
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 87905-98-4.mol
• Article Data: 26

Chemical Properties

• Melting Point: 43-47 °C
• Boiling Point: 408.2 °C at 760 mmHg
• Flash Point: 200.7 °C
• Appearance: White Solid
• Density: 1.105 g/cm³
• Vapor Pressure: 2.14E-07mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: Refrigerator
• Solubility: Dichloromethane (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 12.68±0.46(Predicted)
• BRN: 4353228
• CAS DataBase Reference: 5-(Z-AMINO)-1-PENTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(Z-AMINO)-1-PENTANOL(87905-98-4)
• EPA Substance Registry System: 5-(Z-AMINO)-1-PENTANOL(87905-98-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 87905-98-4(Hazardous Substances Data)

Usage

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

InChI:InChI=1/C13H19NO3/c15-10-6-2-5-9-14-13(16)17-11-12-7-3-1-4-8-12/h1,3-4,7-8,15H,2,5-6,9-11H2,(H,14,16)

Upstream product

• 501-53-1 benzyl chloroformate 
• 72581-32-9 cyclohex-3-enylmethanol 
• 290355-85-0 4-(tert-butyldimethylsilyloxymethyl)-cyclohex-1-ene 
• 4048-33-3 6-amino-1-hexanol 
• 154916-94-6 5-(hydroxymethyl)-1,3-cyclohexadiene 
• 530-62-1 1,1'-carbonyldiimidazole 
• 359867-66-6 tert-butyl(cyclohexa-2,4-dien-1-ylmethoxy)dimethylsilane 
• 1443034-29-4 ethyl 2,3,4-tri-O-benzoyl-6-O-fluorenylmethoxycarbonyl-1-thio-α-D-mannopyranoside 
• 288580-32-5 (5-azido-pentyloxy)-tert-butyl-diphenyl-silane 
• 928657-95-8 5-(tert-butyldiphenylsilyloxy)pentyl methanesulfonate 
• 121671-76-9 5-(tert-butyldiphenylsilyloxy)pentan-1-ol 
• 1346132-35-1 C₂₉H₃₇NO₃Si 
• 1927-62-4 tetrahydro-2-(benzyloxy)-2H-pyran 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 

Downstream Products

• 142825-49-8 5-<(benzyloxycarbonyl)amino>pentyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 441775-34-4 Acetic acid (2S,3S,4R,5R,6S)-3,5-diacetoxy-2-(5-benzyloxycarbonylamino-pentyloxy)-6-methyl-tetrahydro-pyran-4-yl ester 
• 441775-35-5 5-(benzyloxycarbonylamino)pentyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 
• 160242-88-6 5-(benzyloxycarbonylamino)pentyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 920958-49-2 benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester 
• 920958-52-7 benzyl-(5-trityloxy-pentyl)-carbamic acid benzyl ester 
• 920958-26-5 N-benzyloxycarbonyl-5-aminopentyl 2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 920958-03-8 (2R,3S,4S,5R,6R)-4-Benzyloxy-6-(5-benzyloxycarbonylamino-pentyloxy)-5-(2,2-dimethyl-propionyloxy)-3-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 920958-09-4 (2R,3S,4S,5R,6R)-6-[5-(Benzyl-benzyloxycarbonyl-amino)-pentyloxy]-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-3-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 920958-53-8 (2R,3S,4S,5R,6R)-6-[5-(Benzyl-benzyloxycarbonyl-amino)-pentyloxy]-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-3-(4-oxo-pentanoyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 920958-28-7 (2R,3S,4S,5R,6R)-5-Acetoxy-6-[(2R,3S,4R,5R,6R)-5-azido-4-benzyloxy-6-(5-benzyloxycarbonylamino-pentyloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-4-benzyloxy-3-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 920958-27-6 (2R,3S,4S,5R,6R)-5-Acetoxy-6-[(2R,3S,4R,5R,6R)-5-azido-4-benzyloxy-6-(5-benzyloxycarbonylamino-pentyloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-4-benzyloxy-3-(4-oxo-pentanoyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 920958-05-0 C₆₃H₇₈N₄O₂₂ 
• 920958-04-9 C₆₈H₈₄N₄O₂₄ 

Relevant articles and documents

Maleimide-based metal-free ligation with dienes: A comparative study

A brief literature survey reveals that metal-free ligation such as the maleimide-based cycloaddition with electron-rich (hetero)dienes is a widespread tool for the assembly of (bio)molecular systems with applications in biotechnology, materials science, polymers and bio-organic chemistry. Despite their everyday use, only scattered data about their kinetics as well as the stabilities of corresponding products under physiological conditions, are accessible. These key parameters are yet, of paramount importance to ensure the rapid and effective preparation of stable compounds. Herein is reported a systematic study regarding the different classes of dienes used in chemoselective ligation, including their accessibility and stability, as well as comparative kinetic experiments and products stability assays. We took advantage of these data to develop a double labeling strategy from the combined use of cyclopentadiene and oxazole dienes.

Synthesis method of double different protected amino acids

The invention relates to a synthesis method of double different protected amino acids.The technical problems of harsh reaction conditions, inapplicability of production enlarging and the like in an existing synthesis method are mainly solved. According to the technical scheme, the synthesis method of double different protected amino acids comprises the following steps: one of Boc20, Alloc-Cl or Cbz-Osuis added to amino alcohol under the action of an alkaline reagent to obtain a compound 1; the compound 1 reacts with methanesulfonyl chloride or paratoluensulfonyl chloride to obtain an intermediate, then a halide is added into acetone, heating and refluxing are executed to obtain a compound 2; the compound 2 is condensed with diethyl acetamidomalonate under the action of an alkaline agent togenerate a compound 3; the compound 3 is dissolved in alcohol and water, an inorganic base is added, heating, hydrolyzing and decarboxylating are executed to obtain a compound 4; acetylase is added into deionized water to obtain a compound 5 through enzymolysis; amino acid protection is executed, wherein one of Fmoc-Osu, Cbz-OSu, Alloc-Cl or Boc20 is added into thecompound 5 under the action of an alkaline agent to generatea target compound A.

Simple and Practical Real-Time Analysis of Solid-Phase Reactions by Thin-Layer Chromatography

Solid-phase synthesis is a practical approach for simplifying the time-consuming and routine purification steps in the preparation of numerous naturally occurring molecules; however, studying such reactions is difficult due to the lack of a convenient monitoring method. By using thin-layer chromatography in conjunction with a photolabile linker on a resin, we developed a convenient and simple method for monitoring solid-phase reactions in real time by thin-layer chromatography. This method provides a user-friendly protocol for examining reaction conditions for solid-state syntheses.