(2S,3R)-1-(tert-butoxy)-3-chloro-1-oxo-6-(trimethylsilyl)hex-5-yn-2-ylbenzoate

Base Information

Chemical Name:(2S,3R)-1-(tert-butoxy)-3-chloro-1-oxo-6-(trimethylsilyl)hex-5-yn-2-ylbenzoate
CAS No.:1415392-33-4
Molecular Formula:C₂₀H₂₇ClO₄Si
Molecular Weight:394.97
Hs Code.:

Synonyms:(2S,3R)-1-(tert-butoxy)-3-chloro-1-oxo-6-(trimethylsilyl)hex-5-yn-2-ylbenzoate

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

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Chemical Property of (2S,3R)-1-(tert-butoxy)-3-chloro-1-oxo-6-(trimethylsilyl)hex-5-yn-2-ylbenzoate

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Technology Process of (2S,3R)-1-(tert-butoxy)-3-chloro-1-oxo-6-(trimethylsilyl)hex-5-yn-2-ylbenzoate

There total 4 articles about (2S,3R)-1-(tert-butoxy)-3-chloro-1-oxo-6-(trimethylsilyl)hex-5-yn-2-ylbenzoate 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: 92.0%

: 1415392-11-8
(2S,3R)-tert-butyl 3-chloro-2-hydroxy-6-(trimethylsilyl)hex-5-ynoate

: 98-88-4
benzoyl chloride

: 1415392-33-4
(2S,3R)-1-(tert-butoxy)-3-chloro-1-oxo-6-(trimethylsilyl)hex-5-yn-2-ylbenzoate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/ja3102709

Reference yield:

: 1415391-90-0
tert-butyl 3-chloro-2-oxo-6-(trimethylsilyl)hex-5-ynoate

: 1415392-33-4
(2S,3R)-1-(tert-butoxy)-3-chloro-1-oxo-6-(trimethylsilyl)hex-5-yn-2-ylbenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; formic acid; C₄₂H₄₀ClN₂O₂RuS / N,N-dimethyl-formamide / 10 h / 0 °C / Inert atmosphere

2: triethylamine; dmap / dichloromethane / 0.5 h / 20 °C

With dmap; formic acid; C₄₂H₄₀ClN₂O₂RuS; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja3102709

Reference yield:

: 1218815-84-9
mono-tert-butyl oxalic acid N-methoxy-N-methylamide

: 1415392-33-4
(2S,3R)-1-(tert-butoxy)-3-chloro-1-oxo-6-(trimethylsilyl)hex-5-yn-2-ylbenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: magnesium; ethylene dibromide / dichloromethane; diethyl ether / 2 h / -78 °C / Inert atmosphere

2: C₂₄H₃₀N₂NiO₄ / tetrahydrofuran / 0 - 20 °C

3: triethylamine; formic acid; C₄₂H₄₀ClN₂O₂RuS / N,N-dimethyl-formamide / 10 h / 0 °C / Inert atmosphere

4: triethylamine; dmap / dichloromethane / 0.5 h / 20 °C

With dmap; formic acid; C₂₄H₃₀N₂NiO₄; C₄₂H₄₀ClN₂O₂RuS; magnesium; ethylene dibromide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja3102709