ethyl (R_S,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclohexanecarboxylate

Base Information

• Chemical Name: ethyl (R_S,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclohexanecarboxylate
• CAS No.: 191422-47-6
• Molecular Formula: C₂₁H₃₄O₃SSi
• Molecular Weight: 394.651

Synonyms:ethyl (R_S,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclohexanecarboxylate

Chemical Property of ethyl (R_S,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclohexanecarboxylate

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Technology Process of ethyl (R_S,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclohexanecarboxylate

There total 3 articles about ethyl (R_S,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclohexanecarboxylate 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: 93.0%

ethyl 7-bromo-2-(E)-heptenoate (111710-77-1) + (RS)-p-Tolyl β-(trimethylsilyl)ethyl sulfoxide (153123-09-2) → ethyl (RS,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclohexanecarboxylate (191422-47-6)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1055/s-1997-6144

Reference yield: 93.0%

ethyl 7-bromo-2-(E)-heptenoate (111710-77-1) + p-tolyl α-lithio-β-(trimethylsilyl)ethyl sulfoxide → ethyl (RS,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclohexanecarboxylate (191422-47-6) + 7-Bromo-3-[(R)-1-((R)-toluene-4-sulfinyl)-2-trimethylsilanyl-ethyl]-heptanoic acid ethyl ester

Guidance literature:

In tetrahydrofuran; at -78 - 0 ℃; for 0.25h;

DOI:10.1021/jo991635n

Reference yield: 80.0%

ethyl (2E)-7-iodohept-2-enoate (98202-45-0) + p-tolyl α-lithio-β-(trimethylsilyl)ethyl sulfoxide → ethyl (RS,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclohexanecarboxylate (191422-47-6) + 7-Iodo-3-[(R)-1-((R)-toluene-4-sulfinyl)-2-trimethylsilanyl-ethyl]-heptanoic acid ethyl ester

Guidance literature:

In tetrahydrofuran; at -78 - 0 ℃; for 0.25h;

DOI:10.1021/jo991635n

upstream raw materials:

ethyl 7-bromo-2-(E)-heptenoate

(R_S)-p-Tolyl β-(trimethylsilyl)ethyl sulfoxide

ethyl (2E)-7-iodohept-2-enoate

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