1-Boc-1,12-diaminododecane

Base Information

• Chemical Name: 1-Boc-1,12-diaminododecane
• CAS No.: 109792-60-1
• Molecular Formula: C17H36N2O2
• Molecular Weight: 300.485
• Hs Code.: 2924199090
• Mol file: 109792-60-1.mol

Synonyms:Carbamicacid, (12-aminododecyl)-, 1,1-dimethylethyl ester (9CI);tert-butyl (12-Aminododecyl)carbamate;Carbamic acid,N-(12-aminododecyl)-, 1,1-dimethylethyl ester;

Chemical Property of 1-Boc-1,12-diaminododecane

Chemical Property:

• Vapor Pressure: 6.61E-07mmHg at 25°C
• Melting Point: 84-86 °C
• Refractive Index: 1.463
• Boiling Point: 409.2 °C at 760 mmHg
• PKA: 12.94±0.46(Predicted)
• Flash Point: 201.3 °C
• PSA: 64.35000
• Density: 0.924 g/cm³
• LogP: 5.46200
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99% ^*data from raw suppliers

12-(tert-Butoxycarbonylamino)dodecylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Description: tert-Butyl (12-aminododecyl)carbamate can be used as a PROTAC linker in the synthesis of PROTACs. tert-Butyl (12-aminododecyl)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: 12-(tert-Butoxycarbonylamino)dodecylamine can be used to synthesize inhibitors of topoisomerase I for use as anticancer agents.

Technology Process of 1-Boc-1,12-diaminododecane

There total 4 articles about 1-Boc-1,12-diaminododecane 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: 99.0%

1,12-Diaminododecane (2783-17-7,95931-03-6) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (12-aminododecyl)carbamate (109792-60-1)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; for 1.08333h;

Reference yield: 79.0%

→ tert-butyl (12-aminododecyl)carbamate (109792-60-1)

Guidance literature:

Reference yield: 20.0%

1,12-Diaminododecane (2783-17-7,95931-03-6) + 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile (58632-95-4) → tert-butyl (12-aminododecyl)carbamate (109792-60-1)

Guidance literature:

DOI:10.1080/00397919908086167

upstream raw materials:

1,12-Diaminododecane

di-tert-butyl dicarbonate

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

2,2-dimethylpropanoic anhydride

Downstream raw materials:

{12-[5-(2,2-diphenyl-ethylcarbamoyl)-pentanoylamino]-dodecyl}-carbamic acid tert-butyl ester

tert-butyl (12-{[(4-{[(2,6-dimethylphenyl)carbamoyl]amino}phenyl)acetyl]amino}dodecyl)carbamate

methyl (20S,23S)-23-{[(2S)-2-{[(4-{[(2,6-dimethylphenyl)carbamoyl]amino}phenyl) acetyl]amino}-4-methylpentanoyl]amino}-2,2-dimethyl-4,19,22-trioxo-20-(propan-2-yl)-3-oxa-5,18,21-triazapentacosan-25-oate

N-[(4-{[(2,6-dimethylphenyl)carbamoyl]amino}phenyl)acetyl]-L-leucyl-L-α-aspartyl-N-(12-aminododecyl)-L-valinamide trifluoroacetate

Refernces

• 1、 Zhang, Christiana Xin,Chang, Pamela V.,Lippard, Stephen J.. "Identification of nuclear proteins that interact with platinum-modified DNA by photoaffinity labeling". . p. 6536 - 6537. Retrieved 2004.
• 2、 Csuk, René,Brezesinski, Thorsten,G?the, Gunnar,Raschke, Christian,Rei?mann, Stefan. "Synthesis of dimeric acridine derived nucleic acid intercalators". . p. 89 - 98. Retrieved 2005.
• 3、 Pockes, Steffen,Wifling, David,Buschauer, Armin,Elz, Sigurd. "Structure-Activity Relationship of Hetarylpropylguanidines Aiming at the Development of Selective Histamine Receptor Ligands?". . p. 285 - 297. Retrieved 2019/04/04.
• 4、 -. "Compositions comprising a biocidal polyamine". Page/Page column 84; 85; 88; 89. . Retrieved 2014/10/16.