Methanesulfonic acid (E)-(1S,4R)-1-butyl-4-methyl-2-((S)-toluene-4-sulfinyl)-5-triphenylsilanyloxy-pent-2-enyl ester

Base Information

• Chemical Name: Methanesulfonic acid (E)-(1S,4R)-1-butyl-4-methyl-2-((S)-toluene-4-sulfinyl)-5-triphenylsilanyloxy-pent-2-enyl ester
• CAS No.: 773900-56-4
• Molecular Formula: C₃₆H₄₂O₅S₂Si
• Molecular Weight: 646.944

Synonyms:Methanesulfonic acid (E)-(1S,4R)-1-butyl-4-methyl-2-((S)-toluene-4-sulfinyl)-5-triphenylsilanyloxy-pent-2-enyl ester

Chemical Property of Methanesulfonic acid (E)-(1S,4R)-1-butyl-4-methyl-2-((S)-toluene-4-sulfinyl)-5-triphenylsilanyloxy-pent-2-enyl ester

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Technology Process of Methanesulfonic acid (E)-(1S,4R)-1-butyl-4-methyl-2-((S)-toluene-4-sulfinyl)-5-triphenylsilanyloxy-pent-2-enyl ester

There total 3 articles about Methanesulfonic acid (E)-(1S,4R)-1-butyl-4-methyl-2-((S)-toluene-4-sulfinyl)-5-triphenylsilanyloxy-pent-2-enyl ester 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: 64.0%

methanesulfonyl chloride (124-63-0) + (2R,5S,SS)-(3E)-2-methyl-4-(p-tolylsulfinyl)-1-triphenylsilyloxynon-3-en-5-ol (773900-55-3) → Methanesulfonic acid (E)-(1S,4R)-1-butyl-4-methyl-2-((S)-toluene-4-sulfinyl)-5-triphenylsilanyloxy-pent-2-enyl ester (773900-56-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 1 ℃; for 0h;

DOI:10.1016/j.tet.2004.06.092

Reference yield:

Triphenylsilyl chloride (76-86-8) → Methanesulfonic acid (E)-(1S,4R)-1-butyl-4-methyl-2-((S)-toluene-4-sulfinyl)-5-triphenylsilanyloxy-pent-2-enyl ester (773900-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

2: 64 percent / Et₃N / tetrahydrofuran / 0 h / 1 °C

With dmap; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2004.06.092

Reference yield:

(+)-(2R,5S,SS)-(3E)-2-methyl-4-(p-tolylsulfinyl)non-3-en-1,5-diol (773900-47-3) → Methanesulfonic acid (E)-(1S,4R)-1-butyl-4-methyl-2-((S)-toluene-4-sulfinyl)-5-triphenylsilanyloxy-pent-2-enyl ester (773900-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

2: 64 percent / Et₃N / tetrahydrofuran / 0 h / 1 °C

With dmap; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2004.06.092

upstream raw materials:

methanesulfonyl chloride

(2R,5S,S_S)-(3E)-2-methyl-4-(p-tolylsulfinyl)-1-triphenylsilyloxynon-3-en-5-ol

Triphenylsilyl chloride

(+)-(2R,5S,S_S)-(3E)-2-methyl-4-(p-tolylsulfinyl)non-3-en-1,5-diol

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