Tert-butyl N-(8-bromooctyl)carbamate

Base Information

• Chemical Name: Tert-butyl N-(8-bromooctyl)carbamate
• CAS No.: 142356-35-2
• Molecular Formula: C₁₃H₂₆BrNO₂
• Molecular Weight: 308.259
• European Community (EC) Number: 889-214-0
• DSSTox Substance ID: DTXSID601263522
• Mol file: 142356-35-2.mol

Synonyms:142356-35-2;Tert-butyl N-(8-bromooctyl)carbamate;tert-Butyl (8-bromooctyl)carbamate;N-Boc-8-bromooctan-1-amine;Tert-butylN-(8-bromooctyl)carbamate;N-BOC-8-amino-1-bromooctane;SCHEMBL7292779;N-BOC-8-BROMOOCTYLAMINE;tert-Butyl(8-bromooctyl)carbamate;XBDSVMQPKSQVMH-UHFFFAOYSA-N;DTXSID601263522;AMY16363;MFCD24473139;BS-44786;1,1-Dimethylethyl N-(8-bromooctyl)carbamate;CS-0043308;A1-00725

Chemical Property of Tert-butyl N-(8-bromooctyl)carbamate

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 307.11469
• Heavy Atom Count: 17
• Complexity: 202

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Tert-butyl N-(8-bromooctyl)carbamate

There total 5 articles about Tert-butyl N-(8-bromooctyl)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: 70.0%

N-(8-hydroxyoctyl)carbamic acid tert-butyl ester (144183-31-3) → 8-amino>octyl bromide (142356-35-2)

Guidance literature:

With bromine; triethylamine; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1002/anie.201602355

Reference yield:

8-tert-butoxycarbonylaminooctanoic acid (30100-16-4) → 8-amino>octyl bromide (142356-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: BH₃ / tetrahydrofuran / 1 h

2: Ph₃P, CBr₄ / tetrahydrofuran; acetonitrile / 24 h

With carbon tetrabromide; borane; triphenylphosphine; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm00042a007

Reference yield:

8-aminooctan-1-ol (19008-71-0) → 8-amino>octyl bromide (142356-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water; acetonitrile / 20 °C / Inert atmosphere

2: triphenylphosphine; carbon tetrabromide; potassium carbonate / dichloromethane / 20 °C / Inert atmosphere

With carbon tetrabromide; potassium carbonate; triphenylphosphine; sodium hydroxide; In dichloromethane; water; acetonitrile;

DOI:10.1021/acschembio.8b00790

upstream raw materials:

N-(8-hydroxyoctyl)carbamic acid tert-butyl ester

8-tert-butoxycarbonylaminooctanoic acid

8-aminooctan-1-ol

8-chlorooctan-1-ol

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-3-[4-(8-tert-butoxycarbonylamino-octyloxy)-phenyl]-propionic acid

1,8-diaminooctan

tert-butyl N-(8-aminooctyl)carbamate