methyl (R_S,2S,3S,4R)-3-phenyl-2-phenylmethyl.4.(p-tolylsulfinyl)-5-(trimethylsilyl)pentanoate

Base Information

• Chemical Name: methyl (R_S,2S,3S,4R)-3-phenyl-2-phenylmethyl.4.(p-tolylsulfinyl)-5-(trimethylsilyl)pentanoate
• CAS No.: 264613-73-2
• Molecular Formula: C₂₉H₃₆O₃SSi
• Molecular Weight: 492.755

Synonyms:methyl (R_S,2S,3S,4R)-3-phenyl-2-phenylmethyl.4.(p-tolylsulfinyl)-5-(trimethylsilyl)pentanoate

Chemical Property of methyl (R_S,2S,3S,4R)-3-phenyl-2-phenylmethyl.4.(p-tolylsulfinyl)-5-(trimethylsilyl)pentanoate

Chemical Property:

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Technology Process of methyl (R_S,2S,3S,4R)-3-phenyl-2-phenylmethyl.4.(p-tolylsulfinyl)-5-(trimethylsilyl)pentanoate

There total 2 articles about methyl (R_S,2S,3S,4R)-3-phenyl-2-phenylmethyl.4.(p-tolylsulfinyl)-5-(trimethylsilyl)pentanoate 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: 74.0%

benzyl bromide (100-39-0) + Methyl cinnamate (103-26-4,1754-62-7) + (RS)-p-Tolyl β-(trimethylsilyl)ethyl sulfoxide (153123-09-2) → methyl (3R,4R)-3-phenyl-4-[(R)-p-tolylsulfinyl]-5-(trimethylsilyl)pentanoate (264613-49-2) + methyl (RS,2S,3S,4R)-3-phenyl-2-phenylmethyl.4.(p-tolylsulfinyl)-5-(trimethylsilyl)pentanoate (264613-73-2)

Guidance literature:

(R_S)-p-Tolyl β-(trimethylsilyl)ethyl sulfoxide; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

Methyl cinnamate; In tetrahydrofuran; at -78 ℃; for 0.25h;

benzyl bromide; In tetrahydrofuran; at -78 - 0 ℃; Further stages.;

DOI:10.1021/jo991635n

Reference yield: 74.0%

benzyl bromide (100-39-0) + Methyl cinnamate (103-26-4,1754-62-7) + p-tolyl α-lithio-β-(trimethylsilyl)ethyl sulfoxide → 2-benzyl-3-phenyl-4-(toluene-4-sulfinyl)-5-trimethylsilanyl-pentanoic acid methyl ester + methyl (RS,2S,3S,4R)-3-phenyl-2-phenylmethyl.4.(p-tolylsulfinyl)-5-(trimethylsilyl)pentanoate (264613-73-2)

Guidance literature:

Methyl cinnamate; p-tolyl α-lithio-β-(trimethylsilyl)ethyl sulfoxide; In tetrahydrofuran; at -78 ℃; for 0.25h;

benzyl bromide; In tetrahydrofuran; at -78 - 0 ℃; for 1h;

DOI:10.1021/jo991635n

Reference yield: 99.0%

methyl (RS,2S,3S,4R)-3-phenyl-2-phenylmethyl.4.(p-tolylsulfinyl)-5-(trimethylsilyl)pentanoate (264613-73-2) → methyl (2S,3R)-(E)-3-phenyl-2-phenylmethyl-5-trimethylsilyl-4-pentenoate

Guidance literature:

With pyridine; In benzene; for 1h; Heating;

DOI:10.1021/jo991635n

upstream raw materials:

benzyl bromide

Methyl cinnamate

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

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