2,2'-diacetoxy-5,5'-di-tert-butyl-3,3'-bis[(2R,4R)-4-ethyl-3-(2,4,6-trimethylbenzenesulfonyl)-1,3-oxazolidinyl]biphenyl

Base Information

• Chemical Name: 2,2'-diacetoxy-5,5'-di-tert-butyl-3,3'-bis[(2R,4R)-4-ethyl-3-(2,4,6-trimethylbenzenesulfonyl)-1,3-oxazolidinyl]biphenyl
• CAS No.: 898558-14-0
• Molecular Formula: C₅₂H₆₈N₂O₁₀S₂
• Molecular Weight: 945.251

Synonyms:2,2'-diacetoxy-5,5'-di-tert-butyl-3,3'-bis[(2R,4R)-4-ethyl-3-(2,4,6-trimethylbenzenesulfonyl)-1,3-oxazolidinyl]biphenyl

Chemical Property of 2,2'-diacetoxy-5,5'-di-tert-butyl-3,3'-bis[(2R,4R)-4-ethyl-3-(2,4,6-trimethylbenzenesulfonyl)-1,3-oxazolidinyl]biphenyl

Chemical Property:

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Technology Process of 2,2'-diacetoxy-5,5'-di-tert-butyl-3,3'-bis[(2R,4R)-4-ethyl-3-(2,4,6-trimethylbenzenesulfonyl)-1,3-oxazolidinyl]biphenyl

There total 2 articles about 2,2'-diacetoxy-5,5'-di-tert-butyl-3,3'-bis[(2R,4R)-4-ethyl-3-(2,4,6-trimethylbenzenesulfonyl)-1,3-oxazolidinyl]biphenyl 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: 50.0%

N-(1-hydroxymethyl-propyl)-2,4,6-trimethyl-benzenesulfonamide + 2,2'-diacetoxy-5,5'-di-tert-butylbiphenyl-3,3'-dicarboxaldehyde (898558-06-0) → 2,2'-diacetoxy-5,5'-di-tert-butyl-3,3'-bis[(2R,4R)-4-ethyl-3-(2,4,6-trimethylbenzenesulfonyl)-1,3-oxazolidinyl]biphenyl (898558-14-0)

Guidance literature:

With dimethylsilicon dichloride; In toluene; for 16h; Heating;

DOI:10.1021/ol060528u

Reference yield:

5,5'-di-tert-butyl-2,2'-dihydroxybiphenyl-3,3'-dicarboxaldehyde (898558-04-8) → 2,2'-diacetoxy-5,5'-di-tert-butyl-3,3'-bis[(2R,4R)-4-ethyl-3-(2,4,6-trimethylbenzenesulfonyl)-1,3-oxazolidinyl]biphenyl (898558-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / triethylamine / CH₂Cl₂ / 2 h / 0 - 20 °C

2: 50 percent / dichlorodimethylsilane / toluene / 16 h / Heating

With triethylamine; dimethylsilicon dichloride; In dichloromethane; toluene;

DOI:10.1021/ol060528u

Reference yield: 94.0%

2,2'-diacetoxy-5,5'-di-tert-butyl-3,3'-bis[(2R,4R)-4-ethyl-3-(2,4,6-trimethylbenzenesulfonyl)-1,3-oxazolidinyl]biphenyl (898558-14-0) → 5,5'-di-tert-butyl-3,3'-bis[(2R,4R)-4-ethyl-3-(2,4,6-trimethylbenzenesulfonyl)-1,3-oxazolidinyl]biphenyl-2,2'-diol (898558-20-8)

Guidance literature:

With potassium hydroxide; In methanol; water; at 20 ℃; for 2h;

DOI:10.1002/ejoc.200700763

upstream raw materials:

2,2'-diacetoxy-5,5'-di-tert-butylbiphenyl-3,3'-dicarboxaldehyde

5,5'-di-tert-butyl-2,2'-dihydroxybiphenyl-3,3'-dicarboxaldehyde

Downstream raw materials:

5,5'-di-tert-butyl-3,3'-bis[(2R,4R)-4-ethyl-3-(2,4,6-trimethylbenzenesulfonyl)-1,3-oxazolidinyl]biphenyl-2,2'-diol

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