(R)-3-(benzyloxycarbonyl)-4-[2-(4-bromophenyl)ethyl]-2,2-dimethyloxazolidine

Base Information

Chemical Name:(R)-3-(benzyloxycarbonyl)-4-[2-(4-bromophenyl)ethyl]-2,2-dimethyloxazolidine
CAS No.:271261-14-4
Molecular Formula:C₂₁H₂₄BrNO₃
Molecular Weight:418.33
Hs Code.:

Synonyms:(R)-3-(benzyloxycarbonyl)-4-[2-(4-bromophenyl)ethyl]-2,2-dimethyloxazolidine

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Chemical Property of (R)-3-(benzyloxycarbonyl)-4-[2-(4-bromophenyl)ethyl]-2,2-dimethyloxazolidine

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Technology Process of (R)-3-(benzyloxycarbonyl)-4-[2-(4-bromophenyl)ethyl]-2,2-dimethyloxazolidine

There total 4 articles about (R)-3-(benzyloxycarbonyl)-4-[2-(4-bromophenyl)ethyl]-2,2-dimethyloxazolidine 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: 80.0%

: 589-87-7
1,4-bromoiodobenzene

: 271260-90-3
benzyl (4R)-2,2-dimethyl-4-vinyl-1,3-oxazolidine-3-carboxylate

: 271261-14-4
(R)-3-(benzyloxycarbonyl)-4-[2-(4-bromophenyl)ethyl]-2,2-dimethyloxazolidine

Guidance literature:: benzyl (4R)-2,2-dimethyl-4-vinyl-1,3-oxazolidine-3-carboxylate; With 9-borabicyclo[3.3.1]nonane dimer; In toluene; at 80 - 85 ℃;

1,4-bromoiodobenzene; With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra-(n-butyl)ammonium iodide; In toluene; at 90 ℃; Further stages.;
DOI:10.1021/ol005645i

Reference yield:

: 31139-36-3
dibenzyl dicarbonate

: 271261-14-4
(R)-3-(benzyloxycarbonyl)-4-[2-(4-bromophenyl)ethyl]-2,2-dimethyloxazolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 8.7 g / NaHCO₃ / methanol; ethyl acetate; H₂O / biphasic

2.1: 42 percent / Pseudomonas cepecia (Amano PS-30) lipase / CH₂Cl₂ / 20 °C / Enzymatic reaction

3.1: 100 percent / BF₃*Et₂O / acetone / -20 - 20 °C

4.1: 9-BBN / toluene / 80 - 85 °C

4.2: 80 percent / aq. NaOH; Pd(PPh₃)4; TBAI / toluene / 90 °C

With 9-borabicyclo[3.3.1]nonane dimer; Pseudomonas cepecia (Amano PS-30) lipase; boron trifluoride diethyl etherate; sodium hydrogencarbonate; In methanol; dichloromethane; water; ethyl acetate; acetone; toluene; 1.1: Acylation / 2.1: Acetylation / 3.1: Condensation / 4.1: hydroboration / 4.2: Suzuki cross-coupling;
DOI:10.1021/ol005645i

Reference yield:

: 186759-45-5
(+/-)-(1-hydroxymethallyl)carbamic acid benzyl ester

: 271261-14-4
(R)-3-(benzyloxycarbonyl)-4-[2-(4-bromophenyl)ethyl]-2,2-dimethyloxazolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 42 percent / Pseudomonas cepecia (Amano PS-30) lipase / CH₂Cl₂ / 20 °C / Enzymatic reaction

2.1: 100 percent / BF₃*Et₂O / acetone / -20 - 20 °C

3.1: 9-BBN / toluene / 80 - 85 °C

3.2: 80 percent / aq. NaOH; Pd(PPh₃)4; TBAI / toluene / 90 °C

With 9-borabicyclo[3.3.1]nonane dimer; Pseudomonas cepecia (Amano PS-30) lipase; boron trifluoride diethyl etherate; In dichloromethane; acetone; toluene; 1.1: Acetylation / 2.1: Condensation / 3.1: hydroboration / 3.2: Suzuki cross-coupling;
DOI:10.1021/ol005645i