tert-butyl {2-[1-Hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl]phenyl}-carbamate

Base Information

Chemical Name:tert-butyl {2-[1-Hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl]phenyl}-carbamate
CAS No.:1622382-10-8
Molecular Formula:C₁₇H₂₅NO₃Si
Molecular Weight:319.476
Hs Code.:

Synonyms:tert-butyl {2-[1-Hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl]phenyl}-carbamate

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Chemical Property of tert-butyl {2-[1-Hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl]phenyl}-carbamate

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Technology Process of tert-butyl {2-[1-Hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl]phenyl}-carbamate

There total 7 articles about tert-butyl {2-[1-Hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl]phenyl}-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: 62.0%

: tert-butyl N-[2-(3-phenylprop-2-ynoyl)phenyl]carbamate

: 1066-54-2
trimethylsilylacetylene

: 1622382-10-8
tert-butyl {2-[1-Hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl]phenyl}-carbamate

Guidance literature:: trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere; Schlenk technique;

tert-butyl N-[2-(3-phenylprop-2-ynoyl)phenyl]carbamate; In tetrahydrofuran; hexane; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique;
DOI:10.1002/ejoc.201402224

Reference yield:

: 74965-38-1
tert-butyl (2-formylphenyl)carbamate

: 1066-54-2
trimethylsilylacetylene

: 1622382-10-8
tert-butyl {2-[1-Hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl]phenyl}-carbamate

Guidance literature:: trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 1.33333h;

tert-butyl (2-formylphenyl)carbamate; In tetrahydrofuran; at -78 - -40 ℃; for 1h;
DOI:10.1002/adsc.201301002

Reference yield:

: 74965-38-1
tert-butyl (2-formylphenyl)carbamate

: 1622382-10-8
tert-butyl {2-[1-Hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl]phenyl}-carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethylzinc / tetrahydrofuran; hexane / 20 °C / Inert atmosphere; Schlenk technique

1.2: 24 h / 20 °C / Inert atmosphere; Schlenk technique

2.1: manganese(IV) oxide / dichloromethane / 5 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 20 °C / Inert atmosphere; Schlenk technique

3.2: 24 h / 20 °C / Inert atmosphere; Schlenk technique

With manganese(IV) oxide; n-butyllithium; diethylzinc; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/ejoc.201402224