N-Boc-1,5-diaminopentane

Base Information

• Chemical Name: N-Boc-1,5-diaminopentane
• CAS No.: 51644-96-3
• Molecular Formula: C10H22N2O2
• Molecular Weight: 202.297
• Hs Code.: 2924199090
• European Community (EC) Number: 629-297-0
• DSSTox Substance ID: DTXSID90274430
• Nikkaji Number: J1.822.080F
• Wikidata: Q72448812
• Mol file: 51644-96-3.mol

Synonyms:51644-96-3;N-Boc-1,5-diaminopentane;N-Boc-cadaverine;tert-butyl (5-aminopentyl)carbamate;tert-Butyl N-(5-aminopentyl)carbamate;NH2-C5-NH-Boc;N-(5-Aminoamyl)carbamic Acid tert-Butyl Ester;N-Boc-1,5-pentanediamine;Carbamic acid, (5-aminopentyl)-, 1,1-dimethylethyl ester;tert-butyl 5-aminopentylcarbamate;N-1-Boc-1,5-diaminopentane HCl;MFCD00210020;N-1-Boc-1,5-diaminopentane . HCl;N-(5-Aminopentyl)carbamic Acid tert-Butyl Ester;tert-butyl(5-aminopentyl)carbamate;N-Boc cadaverine;BocNH(CH2)5NH2;N-(tert-Butoxycarbonyl)-1,5-diaminopentane;N1-Boc-1,5-pentanediamine;SCHEMBL220281;N-tert-butoxycarbonyl cadaverine;t-butyl(5-aminopentyl)carbamate;DTXSID90274430;BBL103789;STL557599;AKOS007930261;5-(tert-butoxycarbonylamino)pentylamine;5-tertbutoxycarbonylamino-1-pentylamine;CS-W004710;HY-W004710;N-Boc-cadaverine, >=97.0% (NT);N-t-butyloxycarbonyl-1,5-diaminopentane;5-tert-butoxycarbonylamino-1-pentylamine;N-(t-butoxycarbonyl)-1,5-diaminopentane;N-tert-butoxycarbonyl-1,5-diaminopentane;AC-26913;AS-30509;BP-28264;SY057270;N-(tert-Butoxycarbonyl)-1,5-pentanediamine;A1374;A7612;FT-0640011;(5-Aminopentyl)carbamic acid tert-butyl ester;EN300-185974;(5-Amino-pentyl)-carbamic acid tert-butyl ester;5-[(tert.-butyloxycarbonyl)amino]-1-pentylamine

Chemical Property of N-Boc-1,5-diaminopentane

Chemical Property:

• Vapor Pressure: 0.000647mmHg at 25°C
• Refractive Index: 1.458
• Boiling Point: 309.2 °C at 760 mmHg
• PKA: 12.91±0.46(Predicted)
• Flash Point: 140.8 °C
• PSA: 64.35000
• Density: 0.965 g/cm³
• LogP: 2.73130
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 202.168127949
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

Boc-1,5-diaminopentane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCCN
• Description: tert-Butyl (5-aminopentyl)carbamate can be used as a PROTAC linker in the synthesis of PROTACs. tert-Butyl (5-aminopentyl)carbamate is an alkane chain with terminal amine and Boc-protected amino groups. Amine group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The Boc group can be deprotected under mild acidic conditions to form the free amine.
• Uses: Some of the reported applications of N-Boc-cadaverine include:Synthesis of of a supermacrocycle that self-assemble to form organic nanotubes.Preparation of water-soluble unsymmetrical sulforhodamine fluorophores from monobrominated sulfoxanthene dye.Synthesis of functionalized porphyrins as biocompatible carrier system for photodynamic therapy (PDT). N-Boc-cadaverine is an intermediate in the synthesis of derivative of the folic acid antagonist Methotrexate (M260675) used in the study of membrane-associated folate transporters from L1210 cells.

Technology Process of N-Boc-1,5-diaminopentane

There total 19 articles about N-Boc-1,5-diaminopentane 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: 98.0%

1,5-diaminopentane (462-94-2) + di-tert-butyl dicarbonate (24424-99-5) → 5-tert-butoxycarbonylamino-1-aminopentane (51644-96-3)

Guidance literature:

In chloroform; for 2h; Ambient temperature;

DOI:10.1002/(SICI)1099-0690(199805)1998:5<853::AID-EJOC853>3.0.CO;2-F

Reference yield: 95.0%

(5-tert-Butoxycarbonylamino-pentyl)-carbamic acid benzyl ester (181780-37-0) → 5-tert-butoxycarbonylamino-1-aminopentane (51644-96-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h; Ambient temperature;

Reference yield: 95.0%

→ 5-tert-butoxycarbonylamino-1-aminopentane (51644-96-3)

Guidance literature:

upstream raw materials:

1,5-diaminopentane

di-tert-butyl dicarbonate

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

N-tert-butyloxycarbonyl amino-5 valeronitrile

Downstream raw materials:

{5-[7-(5-tert-Butoxycarbonylamino-pentylcarbamoyl)-heptanoylamino]-pentyl}-carbamic acid tert-butyl ester

{(4S,7S)-5-[(5-tert-Butoxycarbonylamino-pentylcarbamoyl)-methyl]-3,6-dioxo-2,5-diaza-tricyclo[6.2.2.0^2,7]dodec-4-yl}-acetic acid methyl ester

(3aS,4S,6aR)-N-[5-[(1,1-dimethylethoxy)carbonyl]aminopentyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide

N-<5-<<2-cyano-2-(methoxyimino)-1-oxoethyl>amino>carbonyl>-N-tert-butoxycarbonyl-1,5-diaminopentane

Refernces

• 1、 Maiocchi, Sophie,Ku, Jacqueline,Hawtrey, Tom,De Silvestro, Irene,Malle, Ernst,Rees, Martin,Thomas, Shane R.,Morris, Jonathan C.. "Polyamine-Conjugated Nitroxides Are Efficacious Inhibitors of Oxidative Reactions Catalyzed by Endothelial-Localized Myeloperoxidase". . p. 1681 - 1692. Retrieved 2021.
• 2、 Cui, Xin,Deng, Yun,Fu, Dingqiang,Li, Guangxun,Qin, Fengming,Tang, Zhuo,Xu, Yan,Yao, Shaohua,Yuan, Yi. "Design, synthesis and biological evaluation of tyrosinase-targeting PROTACs". supporting information. . Retrieved 2021/10/12.