tert-Butyl 2-ethynylbenzylcarbaMate

Base Information

• Chemical Name: tert-Butyl 2-ethynylbenzylcarbaMate
• CAS No.: 1097731-47-9
• Molecular Formula: C14H17NO2
• Molecular Weight: 231.294
• Mol file: 1097731-47-9.mol

Synonyms:tert-Butyl 2-ethynylbenzylcarbaMate

Chemical Property of tert-Butyl 2-ethynylbenzylcarbaMate

Chemical Property:

• Boiling Point: 365.6±35.0 °C(Predicted)
• PKA: 12.00±0.46(Predicted)
• PSA: 41.82000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 2.89700
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl2-ethynylbenzylcarbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl 2-ethynylbenzylcarbaMate

There total 5 articles about tert-Butyl 2-ethynylbenzylcarbaMate 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: 96.0%

tert-butyl carbazate (4248-19-5) + 2-ethynylbenzaldehyde (38846-64-9) → (2-ethynyl-benzyl)carbamoyl acid tert-butyl ester (1097731-47-9)

Guidance literature:

tert-butyl carbazate; 2-ethynylbenzaldehyde; With triethylsilane; trifluoroacetic acid; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;

With sodium hydrogencarbonate; In diethyl ether; water; acetonitrile; at 0 ℃;

DOI:10.1021/jo901906b

Reference yield: 94.0%

(2-trimethylsilylethynyl-benzyl)carbamoyl acid tert-butyl ester (405198-85-8) → (2-ethynyl-benzyl)carbamoyl acid tert-butyl ester (1097731-47-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 3h;

DOI:10.1002/chem.202102134

Reference yield:

N-(tert-butoxycarbonyl)-2-bromobenzylamine (162356-90-3) → (2-ethynyl-benzyl)carbamoyl acid tert-butyl ester (1097731-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 3 h / 0 - 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran;

DOI:10.1002/ejoc.201601392

upstream raw materials:

(2-trimethylsilylethynyl-benzyl)carbamoyl acid tert-butyl ester

tert-butyl carbazate

2-ethynylbenzaldehyde

N-(tert-butoxycarbonyl)-2-bromobenzylamine

Downstream raw materials:

methyl {2-[2'-(tert-butoxycarbonylamino-methyl)-phenyl-ethynyl]-phenyl}-acetate

tert-butyl 2-((4-chlorophenyl)ethynyl)benzylcarbamate

tert-butyl 2-((4-methoxyphenyl)ethynyl)benzylcarbamate

tert-butyl 2-((4-(hydroxymethyl)phenyl)ethynyl)benzylcarbamate