Tert-butyl N-(12-hydroxydodecyl)carbamate

Base Information

• Chemical Name: Tert-butyl N-(12-hydroxydodecyl)carbamate
• CAS No.: 67341-03-1
• Molecular Formula: C17H35NO3
• Molecular Weight: 301.46500
• DSSTox Substance ID: DTXSID80394196
• Wikidata: Q82193449
• Mol file: 67341-03-1.mol

Synonyms:67341-03-1;12-(t-Boc-amino)-1-dodecanol;Tert-butyl N-(12-hydroxydodecyl)carbamate;N-Boc-12-aminododecan-1-ol;tert-butyl (12-hydroxydodecyl)carbamate;SCHEMBL7525285;DTXSID80394196;HIBZRRWYVBWYBE-UHFFFAOYSA-N;AKOS030240285;AT30750;CS-0434849;FT-0663439

Chemical Property of Tert-butyl N-(12-hydroxydodecyl)carbamate

Chemical Property:

• Vapor Pressure: 1.22E-08mmHg at 25°C
• Boiling Point: 415.5oC at 760 mmHg
• PKA: 12.94±0.46(Predicted)
• Flash Point: 205.1oC
• PSA: 62.05000
• Density: 0.945g/cm3
• LogP: 4.60880
• Storage Temp.: -20°C Freezer
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 301.26169398
• Heavy Atom Count: 21
• Complexity: 249

Purity/Quality:

97% ^*data from raw suppliers

12-(t-Boc-amino)-1-dodecanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCCCCCCCCCO

Technology Process of Tert-butyl N-(12-hydroxydodecyl)carbamate

There total 10 articles about Tert-butyl N-(12-hydroxydodecyl)carbamate 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%

12-aminododecan-1-ol (67107-87-3) + di-tert-butyl dicarbonate (24424-99-5) → N-(tent-butoxycarbonyl)-12-hydroxydodecylamine (67341-03-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1016/0009-3084(93)90036-3

Reference yield: 86.0%

N-(tert-butyloxycarbonyl)-12-aminododecanoic acid (18934-81-1) → N-(tent-butoxycarbonyl)-12-hydroxydodecylamine (67341-03-1)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; at 20 ℃; for 0.666667h; Inert atmosphere;

Reference yield: 73.0%

di-tert-butyl dicarbonate (24424-99-5) + 12-amino-1-dodecanol chlorohydrate → N-(tent-butoxycarbonyl)-12-hydroxydodecylamine (67341-03-1)

Guidance literature:

With iPr₂Net; In pyridine; at 78 ℃; for 60h; Inert atmosphere;

upstream raw materials:

12-aminododecan-1-ol

di-tert-butyl dicarbonate

12-(N-tert-butoxycarbonyl)aminododecanoic acid methyl ester

N-(tert-butyloxycarbonyl)-12-aminododecanoic acid

Downstream raw materials:

(12-{(R)-2-[(R)-1-(12-tert-Butoxycarbonylamino-dodecyloxymethyl)-2-trityloxy-ethoxymethoxy]-3-trityloxy-propoxy}-dodecyl)-carbamic acid tert-butyl ester

bis-N,N-(p-nitrophenyl-2,2-diphenylethyl-12-aminododecyl phosphate)-2,5-dimethoxyterephthalamide

bis-N,N-(p-nitrophenyl-2,2-diphenylethyl-12-aminododecyl phosphate)fumaramide

12-(tert-butylcarbamoyl)dodecyl-4-nitrophenyl-2,2-diphenylethyl phosphate

Refernces

• 1、 Hickey, Shane M.,Ashton, Trent D.,Boer, Gareth,Bader, Christie A.,Thomas, Michael,Elliott, Alysha G.,Schmuck, Carsten,Yu, Heidi Y.,Li, Jian,Nation, Roger L.,Cooper, Matthew A.,Plush, Sally E.,Brooks, Douglas A.,Pfeffer, Frederick M.. "Norbornane-based cationic antimicrobial peptidomimetics targeting the bacterial membrane". supporting information. p. 9 - 22. Retrieved 2018/10/20.
• 2、 Fukuda, Hiroshi,Nishikawa, Keisuke,Fukunaga, Yukihiro,Okuda, Katsuhiro,Kodama, Kozue,Matsumoto, Kenji,Kano, Arihiro,Shindo, Mitsuru. "Synthesis of fluorescent molecular probes based on cis-cinnamic acid and molecular imaging of lettuce roots". supporting information. p. 6492 - 6498. Retrieved 2016/09/23.