methyl 3-[(tert-butoxycarbonyl)amino]-5-(3-(trimethylsilyl)prop-2-yn-1-yl)benzoate

Base Information

Chemical Name:methyl 3-[(tert-butoxycarbonyl)amino]-5-(3-(trimethylsilyl)prop-2-yn-1-yl)benzoate
CAS No.:1639866-75-3
Molecular Formula:C₁₉H₂₇NO₄Si
Molecular Weight:361.513
Hs Code.:

Synonyms:methyl 3-[(tert-butoxycarbonyl)amino]-5-(3-(trimethylsilyl)prop-2-yn-1-yl)benzoate

Suppliers and Price of methyl 3-[(tert-butoxycarbonyl)amino]-5-(3-(trimethylsilyl)prop-2-yn-1-yl)benzoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of methyl 3-[(tert-butoxycarbonyl)amino]-5-(3-(trimethylsilyl)prop-2-yn-1-yl)benzoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl 3-[(tert-butoxycarbonyl)amino]-5-(3-(trimethylsilyl)prop-2-yn-1-yl)benzoate

There total 5 articles about methyl 3-[(tert-butoxycarbonyl)amino]-5-(3-(trimethylsilyl)prop-2-yn-1-yl)benzoate 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: 83.0%

: 1639866-74-2
methyl 3-(bromomethyl)-5-((tert-butoxycarbonyl)amino)benzoate

: 1066-54-2
trimethylsilylacetylene

: 1639866-75-3
methyl 3-[(tert-butoxycarbonyl)amino]-5-(3-(trimethylsilyl)prop-2-yn-1-yl)benzoate

Guidance literature:: trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -7 ℃; Inert atmosphere;

With indium(III) chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

methyl 3-(bromomethyl)-5-((tert-butoxycarbonyl)amino)benzoate; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; hexane; at 65 ℃; for 20h; Inert atmosphere;
DOI:10.3762/bjoc.10.49

Reference yield:

: 1639866-73-1
C₁₄H₁₉NO₅

: 1639866-75-3
methyl 3-[(tert-butoxycarbonyl)amino]-5-(3-(trimethylsilyl)prop-2-yn-1-yl)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine; 1H-imidazole; bromine / dichloromethane / 2.5 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / -7 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

2.3: 20 h / 65 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; bromine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.3762/bjoc.10.49

Reference yield:

: 53732-08-4
3-hydroxymethyl-5-nitrobenzoic acid methyl ester

: 1639866-75-3
methyl 3-[(tert-butoxycarbonyl)amino]-5-(3-(trimethylsilyl)prop-2-yn-1-yl)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium 10% on activated carbon; hydrogen / ethanol / 8 h

2.1: ethanol / 20 h / 30 °C

3.1: triphenylphosphine; 1H-imidazole; bromine / dichloromethane / 2.5 h / 0 - 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / -7 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

4.3: 20 h / 65 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; palladium 10% on activated carbon; hydrogen; bromine; triphenylphosphine; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.3762/bjoc.10.49