(2S,3S)-α2,α2,α3,α3-tetraphenyl-1,4-Dioxaspiro[4.5]decane-2,3-diMethanol

Base Information

• Chemical Name: (2S,3S)-α2,α2,α3,α3-tetraphenyl-1,4-Dioxaspiro[4.5]decane-2,3-diMethanol
• CAS No.: 123287-35-4
• Molecular Formula: C34H34O4
• Molecular Weight: 506.63
• Mol file: 123287-35-4.mol

Synonyms:(2S,3S)-α2,α2,α3,α3-tetraphenyl-1,4-Dioxaspiro[4.5]decane-2,3-diMethanol;(2S,3S)-1,4-dioxaspiro[4.5]decane-2,3-diylbis(diphenylmethanol)

Chemical Property of (2S,3S)-α2,α2,α3,α3-tetraphenyl-1,4-Dioxaspiro[4.5]decane-2,3-diMethanol

Chemical Property:

• PSA: 58.92000
• LogP: 6.30300
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

(2S,3S)-1,4-Dioxaspiro[4.5]decane-2,3-diylbis(diphenylmethanol), min. 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (2S,3S)-α2,α2,α3,α3-tetraphenyl-1,4-Dioxaspiro[4.5]decane-2,3-diMethanol

There total 7 articles about (2S,3S)-α2,α2,α3,α3-tetraphenyl-1,4-Dioxaspiro[4.5]decane-2,3-diMethanol 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%

bromobenzene (108-86-1,52753-63-6) + (2R,3R)-(–)-1,4-dioxaspiro[4.5]decane-2,3-dicarboxylic acid dimethyl ester (114128-87-9) → (-)-(2R,3R)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro[4.5]decane (114026-76-5,123287-35-4)

Guidance literature:

bromobenzene; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 2h;

(2R,3R)-(–)-1,4-dioxaspiro[4.5]decane-2,3-dicarboxylic acid dimethyl ester; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃;

DOI:10.1002/ejoc.200400613

Reference yield: 80.0%

2,3-O-cyclohexylidene-1,1,4,4-tetraphenylthreitol + (5aS,10aS)-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione (6708-06-1,19943-27-2,20873-90-9,36588-47-3,36588-48-4,53990-71-9,53990-72-0) → C10H14N2O2*2C34H34O4 + (-)-(2R,3R)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro[4.5]decane (114026-76-5,123287-35-4)

Guidance literature:

In benzene; for 2h; optical yield given as %ee; Reflux;

DOI:10.1016/j.jfluchem.2009.10.017

Reference yield: 75.0%

diethyl (2R,3R)-1,4-dioxaspiro[4.5]decane-2,3-dicarboxylate (61045-33-8,93922-63-5) → (-)-(2R,3R)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro[4.5]decane (114026-76-5,123287-35-4)

Guidance literature:

With bromobenzene; magnesium; In tetrahydrofuran; for 1.5h; Reflux;

DOI:10.1039/c4cc01817f

upstream raw materials:

(2R,3R)-(–)-1,4-dioxaspiro[4.5]decane-2,3-dicarboxylic acid dimethyl ester

bromobenzene

cyclohexanone

(5aS,10aS)-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione

Downstream raw materials:

(S)-methylphenylsulfoxide

(S)-methyl p-tolyl sulfoxide

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