methyl (R_S,2R,3R,4R)-3-phenyl-2-[(S)-phenylhydroxymethyl]-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate

Base Information

• Chemical Name: methyl (R_S,2R,3R,4R)-3-phenyl-2-[(S)-phenylhydroxymethyl]-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate
• CAS No.: 264613-79-8
• Molecular Formula: C₂₉H₃₆O₄SSi
• Molecular Weight: 508.754

Synonyms:methyl (R_S,2R,3R,4R)-3-phenyl-2-[(S)-phenylhydroxymethyl]-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate

Chemical Property of methyl (R_S,2R,3R,4R)-3-phenyl-2-[(S)-phenylhydroxymethyl]-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of methyl (R_S,2R,3R,4R)-3-phenyl-2-[(S)-phenylhydroxymethyl]-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate

There total 1 articles about methyl (R_S,2R,3R,4R)-3-phenyl-2-[(S)-phenylhydroxymethyl]-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate 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: 98.0%

Methyl cinnamate (103-26-4,1754-62-7) + benzaldehyde (100-52-7) + p-tolyl α-lithio-β-(trimethylsilyl)ethyl sulfoxide → 2-(Hydroxy-phenyl-methyl)-3-phenyl-4-((R)-toluene-4-sulfinyl)-5-trimethylsilanyl-pentanoic acid methyl ester + methyl (RS,2R,3R,4R)-3-phenyl-2-[(S)-phenylhydroxymethyl]-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate (264613-79-8)

Guidance literature:

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

benzaldehyde; In tetrahydrofuran; at -78 - 0 ℃; for 1h;

DOI:10.1021/jo991635n

Reference yield: 94.0%

methyl (RS,2R,3R,4R)-3-phenyl-2-[(S)-phenylhydroxymethyl]-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate (264613-79-8) → methyl (2R,3S)-(Z)-2-[(S)-hydroxyphenylmethyl]-3-phenyl-5-trimethylsilyl4-pentenoate + methyl (2R,3S)-(E)-2-[(S)-hydroxyphenylmethyl]-3-phenyl-5-trimethylsilyl4-pentenoate (264613-83-4)

Guidance literature:

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

DOI:10.1021/jo991635n

Reference yield: 85.0%

methyl (RS,2R,3R,4R)-3-phenyl-2-[(S)-phenylhydroxymethyl]-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate (264613-79-8) → methyl (2R,3R)-2-[(S)-hydroxyphenylmethyl]-3-phenyl-4-pentenoate

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jo991635n

upstream raw materials:

Methyl cinnamate

benzaldehyde

Downstream raw materials:

methyl (2R,3S)-(E)-2-[(S)-hydroxyphenylmethyl]-3-phenyl-5-trimethylsilyl4-pentenoate

(1S,2S)-1-Phenyl-2-((E)-(S)-1-phenyl-3-trimethylsilanyl-allyl)-propane-1,3-diol

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