tert-butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(2-hydroxy-6-phenylhex-3-yn-1-yl)carbamate

Base Information

Chemical Name:tert-butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(2-hydroxy-6-phenylhex-3-yn-1-yl)carbamate
CAS No.:1314808-20-2
Molecular Formula:C₂₅H₄₁NO₄Si
Molecular Weight:447.69
Hs Code.:

Synonyms:tert-butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(2-hydroxy-6-phenylhex-3-yn-1-yl)carbamate

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Chemical Property of tert-butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(2-hydroxy-6-phenylhex-3-yn-1-yl)carbamate

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Technology Process of tert-butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(2-hydroxy-6-phenylhex-3-yn-1-yl)carbamate

There total 4 articles about tert-butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(2-hydroxy-6-phenylhex-3-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: 97.0%

: 16520-62-0
4-Phenyl-1-butyne

: 1314808-19-9
tert-butyl N-{2-[(tert-butyldimethylsilyl)oxy]ethyl}-N-(2-oxoethyl)carbamate

: 1314808-20-2
tert-butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(2-hydroxy-6-phenylhex-3-yn-1-yl)carbamate

Guidance literature:: 4-Phenyl-1-butyne; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 ℃; for 0.5h; Inert atmosphere;

tert-butyl N-{2-[(tert-butyldimethylsilyl)oxy]ethyl}-N-(2-oxoethyl)carbamate; In tetrahydrofuran; hexanes; at -78 - 20 ℃; for 1h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; hexanes; water;
DOI:10.1016/j.tet.2011.03.115

Reference yield:

: 1215265-39-6
tert-butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(2-hydroxyethyl)carbamate

: 1314808-20-2
tert-butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(2-hydroxy-6-phenylhex-3-yn-1-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

1.2: 1.25 h / -78 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexanes / 0.5 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; hexanes; dichloromethane;
DOI:10.1016/j.tet.2011.03.115

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1314808-20-2
tert-butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(2-hydroxy-6-phenylhex-3-yn-1-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane / 1.5 h / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 16 h / 20 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

3.2: 1.25 h / -78 - 20 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexanes / 0.5 h / -78 °C / Inert atmosphere

4.2: 1 h / -78 - 20 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; hexanes; dichloromethane;
DOI:10.1016/j.tet.2011.03.115