(1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)benzene

Base Information

Chemical Name:(1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)benzene
CAS No.:1384173-51-6
Molecular Formula:C₂₉H₅₀O₄Si₂
Molecular Weight:518.885
Hs Code.:

Synonyms:(1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)benzene

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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 (1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)benzene

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Technology Process of (1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)benzene

There total 10 articles about (1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)benzene 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: 99.0%

: 108-86-1,52753-63-6
bromobenzene

: 842132-50-7
1,5-anhydro-2-deoxy-4,6-O-di-(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolylboronic acid pinacol ester

: 1384173-51-6
(1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)benzene

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,2-dimethoxyethane; water; for 4h; Reflux;
DOI:10.1016/j.tet.2012.05.035

Reference yield: 60.0%

: 1-(phenylsulfonyl)-3-O-triisopropylsilyl-4,6-O-di(tert-butyl)silanediyl-D-glucal

: 98-80-6
phenylboronic acid

: 1384173-51-6
(1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)benzene

Guidance literature:: With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; tricyclohexylphosphine tetrafluoroborate; potassium hydroxide; In tetrahydrofuran; at 80 ℃; for 20h; chemoselective reaction; Sealed tube;
DOI:10.1021/jacs.9b02312 DOI:10.1021/jacs.9b02312

Reference yield:

: C₃₆H₇₂O₇SSi₄

: 1384173-51-6
(1,5-anhydro-2-deoxy-4,6-O-di(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolyl)benzene

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / -78 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

3: pyridine / N,N-dimethyl-formamide / 6 h / -35 °C / Inert atmosphere

4: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 60 °C / Inert atmosphere

5: bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; tricyclohexylphosphine tetrafluoroborate; potassium hydroxide / tetrahydrofuran / 20 h / 80 °C / Sealed tube

With pyridine; 1H-imidazole; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; tetrabutyl ammonium fluoride; tricyclohexylphosphine tetrafluoroborate; potassium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; 5: |Suzuki-Miyaura Coupling;
DOI:10.1021/jacs.9b02312 DOI:10.1021/jacs.9b02312