tert-butyl 3-bromo-4-((3-((triisopropylsilyl)oxy)prop-1-yn-1-yl)thio)benzoate

Base Information

Chemical Name:tert-butyl 3-bromo-4-((3-((triisopropylsilyl)oxy)prop-1-yn-1-yl)thio)benzoate
CAS No.:1374636-86-8
Molecular Formula:C₂₃H₃₅BrO₃SSi
Molecular Weight:499.585
Hs Code.:

Synonyms:tert-butyl 3-bromo-4-((3-((triisopropylsilyl)oxy)prop-1-yn-1-yl)thio)benzoate

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Chemical Property of tert-butyl 3-bromo-4-((3-((triisopropylsilyl)oxy)prop-1-yn-1-yl)thio)benzoate

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Technology Process of tert-butyl 3-bromo-4-((3-((triisopropylsilyl)oxy)prop-1-yn-1-yl)thio)benzoate

There total 8 articles about tert-butyl 3-bromo-4-((3-((triisopropylsilyl)oxy)prop-1-yn-1-yl)thio)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: 79.0%

: 1374636-52-8
tert-butyl 3-bromo-4-((phenylsulfonyl)thio)benzoate

: 145383-93-3
3-(triisopropylsilyloxy)propyne

: 1374636-86-8
tert-butyl 3-bromo-4-((3-((triisopropylsilyl)oxy)prop-1-yn-1-yl)thio)benzoate

Guidance literature:: 3-(triisopropylsilyloxy)propyne; With TurboGrignard; In tetrahydrofuran; at -30 ℃; for 0.5h; Inert atmosphere;

tert-butyl 3-bromo-4-((phenylsulfonyl)thio)benzoate; In tetrahydrofuran; at -50 - 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201106734

Reference yield:

: 1374636-43-7
tert-butyl 3-bromo-4-iodobenzoate

: 1374636-86-8
tert-butyl 3-bromo-4-((3-((triisopropylsilyl)oxy)prop-1-yn-1-yl)thio)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: TurboGrignard / -80 °C / Inert atmosphere

1.2: Inert atmosphere

1.3: Inert atmosphere

2.1: iodine / dichloromethane / Inert atmosphere

3.1: TurboGrignard / tetrahydrofuran / 0.5 h / -30 °C / Inert atmosphere

3.2: -50 - 20 °C / Inert atmosphere

With TurboGrignard; iodine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201106734

Reference yield:

: 1261470-90-9
C₇H₃BrClIO

: 1374636-86-8
tert-butyl 3-bromo-4-((3-((triisopropylsilyl)oxy)prop-1-yn-1-yl)thio)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium tert-butylate / toluene / 12 h / -80 - 20 °C / Inert atmosphere

2.1: TurboGrignard / -80 °C / Inert atmosphere

2.2: Inert atmosphere

2.3: Inert atmosphere

3.1: iodine / dichloromethane / Inert atmosphere

4.1: TurboGrignard / tetrahydrofuran / 0.5 h / -30 °C / Inert atmosphere

4.2: -50 - 20 °C / Inert atmosphere

With TurboGrignard; potassium tert-butylate; iodine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/anie.201106734