(R)-(-)-N-[(4-allyldimethylsilylphenyl)methylene]-tert-butanesulfinamide

Base Information

Chemical Name:(R)-(-)-N-[(4-allyldimethylsilylphenyl)methylene]-tert-butanesulfinamide
CAS No.:261761-41-5
Molecular Formula:C₁₆H₂₅NOSSi
Molecular Weight:307.532
Hs Code.:

Synonyms:(R)-(-)-N-[(4-allyldimethylsilylphenyl)methylene]-tert-butanesulfinamide

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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 (R)-(-)-N-[(4-allyldimethylsilylphenyl)methylene]-tert-butanesulfinamide

Chemical Property:

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Technology Process of (R)-(-)-N-[(4-allyldimethylsilylphenyl)methylene]-tert-butanesulfinamide

There total 7 articles about (R)-(-)-N-[(4-allyldimethylsilylphenyl)methylene]-tert-butanesulfinamide 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: 68.0%

: 196929-78-9
(R)-2-methylpropane-2-sulfinamide

: 261761-38-0
4-(allyldimethylsilyl)benzaldehyde

: 261761-41-5
(R)-(-)-N-[(4-allyldimethylsilylphenyl)methylene]-tert-butanesulfinamide

Guidance literature:: With titanium(IV) isopropylate; In tetrahydrofuran; for 1h; Heating;
DOI:10.1021/ol9912480

Reference yield:

: 10602-01-4
p-bromobenzaldehyde 1,3-dioxolane

: 261761-41-5
(R)-(-)-N-[(4-allyldimethylsilylphenyl)methylene]-tert-butanesulfinamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: t-BuLi / tetrahydrofuran; pentane / 0.58 h / -78 °C

1.2: 91 percent / tetrahydrofuran; pentane / 1.17 h / -78 °C

2.1: 86 percent / p-TsOH / acetone / 6 h / Heating

3.1: 68 percent / Ti(OiPr)4 / tetrahydrofuran / 1 h / Heating

With titanium(IV) isopropylate; tert.-butyl lithium; toluene-4-sulfonic acid; In tetrahydrofuran; acetone; pentane; 1.1: Metallation / 1.2: Substitution / 2.1: Hydrolysis / 3.1: Condensation;
DOI:10.1021/ol9912480

Reference yield:

: 4028-23-3
Allylchlorodimethylsilane

: 261761-41-5
(R)-(-)-N-[(4-allyldimethylsilylphenyl)methylene]-tert-butanesulfinamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; various solvent(s) / 0.83 h / -78 °C

1.2: 82 percent / tetrahydrofuran / 1 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.67 h / -78 °C

2.2: 82 percent / tetrahydrofuran; pentane / 1 h / -78 °C

3.1: 68 percent / Ti(OiPr)4 / tetrahydrofuran / 1 h / Heating

With titanium(IV) isopropylate; n-butyllithium; tert.-butyl lithium; In tetrahydrofuran; pentane; 1.1: Metallation / 1.2: Substitution / 2.1: Metallation / 2.2: Formylation / 3.1: Condensation;
DOI:10.1021/ol9912480