tert-Butyl 4-ethynylbenzylcarbamate

Base Information

• Chemical Name: tert-Butyl 4-ethynylbenzylcarbamate
• CAS No.: 680190-96-9
• Molecular Formula: C14H17NO2
• Molecular Weight: 231.294
• Mol file: 680190-96-9.mol

Synonyms:tert-Butyl 4-ethynylbenzylcarbamate;

Chemical Property of tert-Butyl 4-ethynylbenzylcarbamate

Chemical Property:

• PSA: 41.82000
• LogP: 2.89700
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl4-ethynylbenzylcarbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl 4-ethynylbenzylcarbamate

There total 10 articles about tert-Butyl 4-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: 100.0%

(4-trimethylsilylethyn-1-ylbenzyl)carbamic acid tert-butyl ester (680190-95-8) → tert-butyl N-(4-ethynylbenzyl)carbamate (680190-96-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2003.10.047

Reference yield:

4-[(N-tert-butyloxycarbonylamino)methyl]iodobenzene (189132-01-2) → tert-butyl N-(4-ethynylbenzyl)carbamate (680190-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(PPh₃)2Cl₂; CuCl; Et₃N

2: (n-Bu)4NF / tetrahydrofuran

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

DOI:10.1246/cl.2004.1312

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl N-(4-ethynylbenzyl)carbamate (680190-96-9)

Guidance literature:

Multi-step reaction with 3 steps

1: CHCl₃

2: Pd(PPh₃)2Cl₂; CuCl; Et₃N

3: (n-Bu)4NF / tetrahydrofuran

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

DOI:10.1246/cl.2004.1312

upstream raw materials:

(4-trimethylsilylethyn-1-ylbenzyl)carbamic acid tert-butyl ester

di-tert-butyl dicarbonate

4-iodobenzyl amine

4-[(N-tert-butyloxycarbonylamino)methyl]iodobenzene

Downstream raw materials:

(4-ethynylphenyl)methanamine

ditert-butyl ((ethyne-1,2-diylbis(4,1-phenylene))bis(methylene))dicarbamate

C₂₉H₂₆Fe₂N₂O₇S₂

4,4'-butadiynedibenzylamine

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