tert-Butyl (6-bromohexyl)carbamate

Base Information

• Chemical Name: tert-Butyl (6-bromohexyl)carbamate
• CAS No.: 142356-33-0
• Molecular Formula: C11H22BrNO2
• Molecular Weight: 280.205
• Hs Code.: 2924199090
• European Community (EC) Number: 627-894-0
• DSSTox Substance ID: DTXSID70583411
• Wikidata: Q72448141
• Mol file: 142356-33-0.mol

Synonyms:142356-33-0;tert-Butyl (6-bromohexyl)carbamate;N-Boc-6-bromohexylamine;N-Boc-6-Bromo-hexylamine;tert-Butyl N-(6-bromohexyl)carbamate;Boc-NH-C6-Br;6-(Boc-amino)hexyl bromide;tert-Butyl(6-bromohexyl)carbamate;tert-butyl 6-bromohexylcarbamate;MFCD06201019;C11H22BrNO2;6-(BOC-AMINO)-HEXYL BROMIDE;Carbamic acid, (6-bromohexyl)-, 1,1-dimethylethyl ester;(6-bromo-hexyl)-carbamic acid tert-butyl ester;SCHEMBL1041731;DTXSID70583411;NXQXVXILNVTMNA-UHFFFAOYSA-N;AMY16369;BCP29190;AKOS015841497;CS-W012277;HY-W011561;DS-16298;PD124924;SY018081;N-(tert-butoxycarbonyl)-6-bromo-hexylamine;6-(Boc-amino)hexyl bromide, >=97.0% (GC);EN300-7422201;A1-25525;Q-102388;Carbamic acid,N-(6-bromohexyl)-,1,1-dimethylethyl ester

Chemical Property of tert-Butyl (6-bromohexyl)carbamate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.473
• Boiling Point: 340.083 °C at 760 mmHg
• PKA: 12.91±0.46(Predicted)
• Flash Point: 159.477 °C
• PSA: 38.33000
• Density: 1.189 g/cm³
• LogP: 3.85730
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 279.08339
• Heavy Atom Count: 15
• Complexity: 178

Purity/Quality:

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

N-Boc-6-bromohexylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N
• Statements: 41-52/53
• Safety Statements: 26-39-61

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCCCBr
• Uses: 6-(BOC-AMINO)-HEXYL BROMIDE is an intermediate used in the synthesis of fluorescent indicators and various inhibitors

Technology Process of tert-Butyl (6-bromohexyl)carbamate

There total 17 articles about tert-Butyl (6-bromohexyl)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: 93.0%

6-(Boc-amino)-1-hexanol (75937-12-1) → tert-butyl 6-bromohexylcarbamate (142356-33-0)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In toluene; Ambient temperature;

DOI:10.1002/hlca.19930760212

Reference yield: 82.0%

6-bromo-1-aminohexane hydrobromide (14502-76-2) → tert-butyl 6-bromohexylcarbamate (142356-33-0)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 20 ℃; for 12h;

Reference yield: 78.0%

→ tert-butyl 6-bromohexylcarbamate (142356-33-0)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 4h;

upstream raw materials:

6-(Boc-amino)-1-hexanol

tert-butyl [6-[(methylsulphonyl)oxy]hexyl]carbamate

triphenylphosphine

6-bromohexyl isocyanate

Downstream raw materials:

2-(S)-<<(benzyloxy)carbonyl>amino>-3-<4-<<6-amino>hexyl>oxy>phenyl>propionic acid

3-[4-(6-tert-Butoxycarbonylamino-hexyloxy)-phenyl]-propionic acid methyl ester

(6-{(1R,5S,6R,7R)-6,7-Bis-benzyloxy-8-[2-(1H-indol-3-yl)-ethyl]-3,8-diaza-bicyclo[3.2.1]oct-3-yl}-hexyl)-carbamic acid tert-butyl ester

(6-{(1S,4S,7R,8R)-7,8-Bis-benzyloxy-5-[2-(1H-indol-3-yl)-ethyl]-2,5-diaza-bicyclo[2.2.2]oct-2-yl}-hexyl)-carbamic acid tert-butyl ester

Refernces

• 1、 Teunissen, Abraham J. P.,Berrocal, José Augusto,Corbet, Christiaan H. W. A.,Meijer. "Supramolecular polymerization of a ureidopyrimidinone-based [2]catenane prepared via ring-closing metathesis". . p. 2971 - 2976. Retrieved 2017.
• 2、 Lv, Wei,Zhang, Guangming,Barinka, Cyril,Eubanks, James H.,Kozikowski, Alan P.. "Design and Synthesis of Mercaptoacetamides as Potent, Selective, and Brain Permeable Histone Deacetylase 6 Inhibitors". . p. 510 - 515. Retrieved 2017.
• 3、 -. "OLIGONUCLEOTIDE COMPOSITIONS AND METHODS THEREOF". . . Retrieved 2021/11/26.
• 4、 -. "Multifunctional synergistic pharmaceutical composition based on adriamycin and construction method of multifunctional synergistic pharmaceutical composition". Paragraph 0074. . Retrieved 2018/05/16.