(-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane

Base Information

• Chemical Name: (-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane
• CAS No.: 151716-10-8
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.205

Synonyms:(-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane

Chemical Property of (-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane

Chemical Property:

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Technology Process of (-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane

There total 7 articles about (-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane 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: 91.0%

(E)-2-phenyl-2-butene (768-00-3) → (-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane (151716-10-8)

Guidance literature:

With Oxone; 18-crown-6 ether; C₂₈H₃₆N⁽¹⁺⁾*F₆Sb^(1-); sodium hydrogencarbonate; In dichloromethane; water; at 0 ℃; for 48h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/adsc.200800778

Reference yield: 89.0%

(E)-2-phenyl-2-butene (768-00-3) → (R,R)-2,3-dimethyl-2-phenyloxirane (4564-81-2,7443-58-5,16127-54-1,59168-90-0,70052-30-1,70052-31-2,59168-88-6) + (-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane (151716-10-8)

Guidance literature:

With C₆₀H₄₂Cl₅N₂O₃Ru; oxygen; In chlorobenzene; at 0 ℃; for 48h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/anie.201201848

Reference yield: 51.0%

(1S,2S)-(-)-1-phenyl-1-propene oxide (4518-66-5) + methyl iodide (74-88-4) → (-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane (151716-10-8)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; at -98 - 20 ℃;

DOI:10.1021/jo035858w

upstream raw materials:

2-phenylbut-2-ene

(1S,2S)-(-)-1-phenyl-1-propene oxide

methyl iodide

(2S,3S)-2-Phenyl-butane-2,3-diol

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