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

Base Information

• Chemical Name: ethyl (R_S,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclopentanecarboxylate
• CAS No.: 191422-46-5
• Molecular Formula: C₂₀H₃₂O₃SSi
• Molecular Weight: 380.624

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

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

Chemical Property:

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

There total 2 articles about ethyl (R_S,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclopentanecarboxylate 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: 88.0%

(E)-ethyl 6-bromohex-2-enoate (71032-10-5) + (RS)-p-Tolyl β-(trimethylsilyl)ethyl sulfoxide (153123-09-2) → ethyl (RS,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclopentanecarboxylate (191422-46-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.25h;

DOI:10.1055/s-1997-6144

Reference yield: 72.0%

(E)-ethyl 6-bromohex-2-enoate (71032-10-5) + p-tolyl α-lithio-β-(trimethylsilyl)ethyl sulfoxide → ethyl (RS,1S,2S)-2-[(1R)-1-(p-tolylsulfinyl)-2-(trimethylsilyl)ethyl]cyclopentanecarboxylate (191422-46-5) + 6-Bromo-3-[(R)-1-((R)-toluene-4-sulfinyl)-2-trimethylsilanyl-ethyl]-hexanoic acid ethyl ester

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 0.25h; Further Variations:; Temperatures; Product distribution;

DOI:10.1021/jo991635n

upstream raw materials:

(E)-ethyl 6-bromohex-2-enoate

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

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