(R)-4-Ethyl-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-3-trimethylsilanyl-cyclohexa-2,5-dienone

Base Information

Chemical Name:(R)-4-Ethyl-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-3-trimethylsilanyl-cyclohexa-2,5-dienone
CAS No.:194656-44-5
Molecular Formula:C₁₈H₂₉NO₃Si
Molecular Weight:335.519
Hs Code.:

Synonyms:(R)-4-Ethyl-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-3-trimethylsilanyl-cyclohexa-2,5-dienone

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Chemical Property of (R)-4-Ethyl-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-3-trimethylsilanyl-cyclohexa-2,5-dienone

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Technology Process of (R)-4-Ethyl-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-3-trimethylsilanyl-cyclohexa-2,5-dienone

There total 1 articles about (R)-4-Ethyl-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-3-trimethylsilanyl-cyclohexa-2,5-dienone 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: 90.0%

: ((R)-1-Ethyl-2-trimethylsilanyl-cyclohexa-2,5-dienyl)-((S)-2-methoxymethyl-pyrrolidin-1-yl)-methanone

: 194656-44-5
(R)-4-Ethyl-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-3-trimethylsilanyl-cyclohexa-2,5-dienone

Guidance literature:: With tert.-butylhydroperoxide; dipyridinium dichromate; Celite; In benzene; for 12h;
DOI:10.1021/jo9707592

Reference yield: 94.0%

: 194656-44-5
(R)-4-Ethyl-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-3-trimethylsilanyl-cyclohexa-2,5-dienone

: 194656-60-5
(R)-4-Ethyl-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-3-trimethylsilanyl-cyclohexanone

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 5h; under 3258.03 Torr;
DOI:10.1021/jo9707592

Reference yield:

: 194656-44-5
(R)-4-Ethyl-4-((S)-2-methoxymethyl-pyrrolidine-1-carbonyl)-3-trimethylsilanyl-cyclohexa-2,5-dienone

: 4880-88-0
vinburnine

Guidance literature:: Multi-step reaction with 10 steps

1: 94 percent / H₂ / 10percent Pd/C / ethyl acetate / 5 h / 3258.03 Torr

2: 81 percent / m-CPBA / CH₂Cl₂ / 36 h

3: TsOH*H₂O / benzene; H₂O / 24 h / Heating

4: 71 percent / Et₃N, (PhO)2P(O)N₃ / tetrahydrofuran / Ambient temperature

5: 84 percent / LiBH₄ / methanol; tetrahydrofuran / 48 h / Ambient temperature

6: 84 percent / KH / tetrahydrofuran / 3 h / Ambient temperature

7: 70 percent / molecular sieves, NMO, TPAP / CH₂Cl₂ / 2 h / Ambient temperature

8: 88 percent / CF₃CO₂H / CH₂Cl₂ / 10 h / -55 °C

9: 1.) BH₃, 2.) 6 N NaOH, H₂O₂ / 1.) THF, room temperature, 2 h, 2.) EtOH, H₂O, 55 deg C, 1.5 h

10: 97 percent / molecular sieves, NMO, TPAP / CH₂Cl₂ / 1 h

With sodium hydroxide; lithium borohydride; N-methyl-2-indolinone; molecular sieve; tetrapropylammonium perruthennate; diphenyl phosphoryl azide; borane; hydrogen; dihydrogen peroxide; potassium hydride; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; benzene;
DOI:10.1021/jo9707592