5-azidopentanoic Acid

Base Information

• Chemical Name: 5-azidopentanoic Acid
• CAS No.: 79583-98-5
• Molecular Formula: C5H9N3O2
• Molecular Weight: 143.145
• Hs Code.: 2929909090
• DSSTox Substance ID: DTXSID00455672
• Nikkaji Number: J968.158B
• Wikidata: Q72444617
• Mol file: 79583-98-5.mol

Synonyms:5-azidopentanoic Acid;79583-98-5;5-azidovaleric acid;delta-Azidovaleric acid;5-AZIDO-PENTANOIC ACID;5-AZIDO-VALERIANIC ACID;5-Azidovaleric Acid, 98%;LCZC428;SCHEMBL13630655;DTXSID00455672;SBZDIRMBQJDCLB-UHFFFAOYSA-N;AMY21580;5-Azidopentanoic acid, >=97.0%;AKOS024438819;BP-31068;PD018351;FT-0685274;D88530;EN300-6526814;A902289;A1-12350

Chemical Property of 5-azidopentanoic Acid

Chemical Property:

• Refractive Index: 1.4640-1.4680
• Boiling Point: 85°C/0.01mmHg(lit.)
• PSA: 87.05000
• Density: 1.142
• LogP: 1.00436
• Storage Temp.: ?20°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 143.069476538
• Heavy Atom Count: 10
• Complexity: 151

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Azidopentanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 1706398
• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCN=[N+]=[N-])CC(=O)O
• Uses: 5-Azidopentanoic acid can be used to synthesize:Chitosan-poly(ethylene glycol) hydrogels by azide–alkyne click chemistry.5-iodo-1,2,3-triazole containing macrocycles.Bivalent quinine dimers intervening triazole ring used as inhibitors of P-glycoprotein (P-gp) mediated cellular efflux.

Technology Process of 5-azidopentanoic Acid

There total 12 articles about 5-azidopentanoic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

5-bromopentanoic acid (2067-33-6) → 5-azidovaleric acid (79583-98-5)

Guidance literature:

With sodium azide; In dimethyl sulfoxide;

DOI:10.1021/acs.jmedchem.0c02036

Reference yield: 99.0%

ethyl 5-azidovalerate (89896-39-9) → 5-azidovaleric acid (79583-98-5)

Guidance literature:

ethyl 5-azidovalerate; With lithium hydroxide; water; In N,N-dimethyl-formamide; at 25 ℃; for 12h;

With hydrogenchloride; In water; N,N-dimethyl-formamide; pH=4;

Reference yield: 99.0%

5-azidovaleric acid methyl ester (127811-93-2) → 5-azidovaleric acid (79583-98-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(98)00480-8

upstream raw materials:

cyclopentanone hydroperoxide

ethyl 5-azidovalerate

5-azidovaleric acid methyl ester

(4S)-3-[(2S)-5-bromo-2-methylpentanoyl]-4-(phenylmethyl)-1,3-oxazolidin-2-one

Downstream raw materials:

N,N,N,N,N,N-hexamethylphosphoric triamide

(4S)-3-(5-azido-1-oxovaleryl)-4-benzyl-2-oxazolidinone

C₁₁H₁₄N₄O₂

tert-butyl 2,2',2''-(10-(2-(4-((5-azidopentanamido)methyl)benzylamino)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate

Refernces

• 1、 Sun, Haotian,Haque, Farihah M.,Zhang, Yi,Commisso, Alex,Mohamed, Mohamed Alaa,Tsianou, Marina,Cui, Honggang,Grayson, Scott M.,Cheng, Chong. "Linear-Dendritic Alternating Copolymers". . p. 10572 - 10576. Retrieved 2019.
• 2、 Seo, Tae Seok,Li, Zengmin,Ruparel, Hameer,Ju, Jingyue. "Click chemistry to construct fluorescent oligonucleotides for DNA sequencing". . p. 609 - 612. Retrieved 2003.
• 3、 Li, Chuang,Faulkner-Jones, Alan,Dun, Alison R.,Jin, Juan,Chen, Ping,Xing, Yongzheng,Yang, Zhongqiang,Li, Zhibo,Shu, Wenmiao,Liu, Dongsheng,Duncan, Rory R.. "Rapid formation of a supramolecular polypeptide-DNA Hydrogel for in situ three-dimensional multilayer bioprinting". . p. 3957 - 3961. Retrieved 2015.
• 4、 Zhao, Lei,Fan, Tingting,Shi, Zhichao,Ding, Chao,Zhang, Cunlong,Yuan, Zigao,Sun, Qinsheng,Tan, Chunyan,Chu, Bizhu,Jiang, Yuyang. "Design, synthesis and evaluation of novel ErbB/HDAC multitargeted inhibitors with selectivity in EGFRT790M mutant cell lines". . . Retrieved 2021/01/25.
• 5、 Fiala, Tomas,Wang, Jihang,Dunn, Matthew,?ebej, Peter,Choi, Se Joon,Nwadibia, Ekeoma C.,Fialova, Eva,Martinez, Diana M.,Cheetham, Claire E.,Fogle, Keri J.,Palladino, Michael J.,Freyberg, Zachary,Sulzer, David,Sames, Dalibor. "Chemical Targeting of Voltage Sensitive Dyes to Specific Cells and Molecules in the Brain". supporting information. p. 9285 - 9301. Retrieved 2020/06/04.