(R,E)-1-[α-deuterio(benzyl)oxy]-2-(triisopropylsilyloxymethyl)but-2-ene

Base Information

Chemical Name:(R,E)-1-[α-deuterio(benzyl)oxy]-2-(triisopropylsilyloxymethyl)but-2-ene
CAS No.:1374335-96-2
Molecular Formula:C₂₁H₃₆O₂Si
Molecular Weight:349.593
Hs Code.:

Synonyms:(R,E)-1-[α-deuterio(benzyl)oxy]-2-(triisopropylsilyloxymethyl)but-2-ene

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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,E)-1-[α-deuterio(benzyl)oxy]-2-(triisopropylsilyloxymethyl)but-2-ene

Chemical Property:

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Technology Process of (R,E)-1-[α-deuterio(benzyl)oxy]-2-(triisopropylsilyloxymethyl)but-2-ene

There total 3 articles about (R,E)-1-[α-deuterio(benzyl)oxy]-2-(triisopropylsilyloxymethyl)but-2-ene 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: 77.0%

: 1044749-61-2
(Z)-1-bromo-2-(triisopropylsilyloxymethyl)but-2-ene

: 4181-90-2
(R)-(α-2H)benzyl alcohol

: 1374335-96-2
(R,E)-1-[α-deuterio(benzyl)oxy]-2-(triisopropylsilyloxymethyl)but-2-ene

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.tet.2012.03.059

Reference yield:

: 3592-47-0
Benzaldehyde-d

: 1374335-96-2
(R,E)-1-[α-deuterio(benzyl)oxy]-2-(triisopropylsilyloxymethyl)but-2-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane; methyl cyclohexane; toluene / 3.5 h / -78 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With potassium tert-butylate; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; dichloromethane; methyl cyclohexane; toluene;
DOI:10.1016/j.tet.2012.03.059

Reference yield:

: 21175-64-4
1,1-dideuteriophenylmethanol

: 1374335-96-2
(R,E)-1-[α-deuterio(benzyl)oxy]-2-(triisopropylsilyloxymethyl)but-2-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 16 h / 20 °C / Inert atmosphere; Molecular sieve

2.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane; methyl cyclohexane; toluene / 3.5 h / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With tetrapropylammonium perruthennate; potassium tert-butylate; 4-methylmorpholine N-oxide; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; dichloromethane; methyl cyclohexane; toluene;
DOI:10.1016/j.tet.2012.03.059