tert-butyl benzyl(5-(tert-butyldimethylsilyl)pent-4-yn-1-yl)carbamate

Base Information

• Chemical Name: tert-butyl benzyl(5-(tert-butyldimethylsilyl)pent-4-yn-1-yl)carbamate
• CAS No.: 1620229-51-7
• Molecular Formula: C₂₃H₃₇NO₂Si
• Molecular Weight: 387.638
• Mol file: 1620229-51-7.mol

Synonyms:tert-butyl benzyl(5-(tert-butyldimethylsilyl)pent-4-yn-1-yl)carbamate

Chemical Property of tert-butyl benzyl(5-(tert-butyldimethylsilyl)pent-4-yn-1-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl benzyl(5-(tert-butyldimethylsilyl)pent-4-yn-1-yl)carbamate

There total 5 articles about tert-butyl benzyl(5-(tert-butyldimethylsilyl)pent-4-yn-1-yl)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: 59.0%

tert-butyl benzyl(pent-4-yn-1-yl)carbamate (1620229-50-6) + tert-butyldimethylsilyl chloride (18162-48-6) → tert-butyl benzyl(5-(tert-butyldimethylsilyl)pent-4-yn-1-yl)carbamate (1620229-51-7)

Guidance literature:

tert-butyl benzyl(pent-4-yn-1-yl)carbamate; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 1h;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

DOI:10.1002/anie.201400557

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl benzyl(5-(tert-butyldimethylsilyl)pent-4-yn-1-yl)carbamate (1620229-51-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 20 °C

2.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C

2.2: 1 h / -78 - 20 °C

With potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201400557

Reference yield:

pent-1-yn-5-ol (5390-04-5) → tert-butyl benzyl(5-(tert-butyldimethylsilyl)pent-4-yn-1-yl)carbamate (1620229-51-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0.5 h / -10 °C

2.1: dimethyl sulfoxide / 55 °C

3.1: triethylamine / dichloromethane / 20 °C

4.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C

4.2: 1 h / -78 - 20 °C

With potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1002/anie.201400557

upstream raw materials:

di-tert-butyl dicarbonate

tert-butyl benzyl(pent-4-yn-1-yl)carbamate

tert-butyldimethylsilyl chloride

pent-1-yn-5-ol

Downstream raw materials:

N-benzyl-5-(tert-butyldimethylsilyl)pent-4-yn-1-amine

N-benzyl-5-(tert-butyldimethylsilyl)pent-4-yn-1-sulfamoyl azide

2-benzyl-5-((tert-butyldimethylsilyl)ethynyl)-1,2,6-thiadiazinane 1,1-dioxide