(8R,8'R)-[7'-⁽¹⁸⁾O]-4,4'-bis(tert-butyldimethylsilyloxy)-3,3'-dimethoxy-7'-oxolignano-9,9'-lactone

Base Information

• Chemical Name: (8R,8'R)-[7'-⁽¹⁸⁾O]-4,4'-bis(tert-butyldimethylsilyloxy)-3,3'-dimethoxy-7'-oxolignano-9,9'-lactone
• CAS No.: 1052074-49-3
• Molecular Formula: C₃₂H₄₈O₇Si₂
• Molecular Weight: 602.901

Synonyms:(8R,8'R)-[7'-⁽¹⁸⁾O]-4,4'-bis(tert-butyldimethylsilyloxy)-3,3'-dimethoxy-7'-oxolignano-9,9'-lactone

Chemical Property of (8R,8'R)-[7'-⁽¹⁸⁾O]-4,4'-bis(tert-butyldimethylsilyloxy)-3,3'-dimethoxy-7'-oxolignano-9,9'-lactone

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Technology Process of (8R,8'R)-[7'-⁽¹⁸⁾O]-4,4'-bis(tert-butyldimethylsilyloxy)-3,3'-dimethoxy-7'-oxolignano-9,9'-lactone

There total 1 articles about (8R,8'R)-[7'-⁽¹⁸⁾O]-4,4'-bis(tert-butyldimethylsilyloxy)-3,3'-dimethoxy-7'-oxolignano-9,9'-lactone 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: 41.0%

(8R,8'R)-4,4'-bis(tert-butyldimethylsilanyloxy)-3,3'-dimethoxy-7'-(propane-1,3-diyldithio)lignano-9,9'-lactone (877438-34-1) → (8R,8'R)-[7'-(18)O]-4,4'-bis(tert-butyldimethylsilyloxy)-3,3'-dimethoxy-7'-oxolignano-9,9'-lactone (1052074-49-3)

Guidance literature:

With ¹⁸O-labeled water; bis-[(trifluoroacetoxy)iodo]benzene; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1039/b801593g

Reference yield: 70.0%

(8R,8'R)-[7'-(18)O]-4,4'-bis(tert-butyldimethylsilyloxy)-3,3'-dimethoxy-7'-oxolignano-9,9'-lactone (1052074-49-3) → (7'S,8R,8'R)-[7'-(18)O]-4,4'-bis(tert-butyldimethylsilyloxy)-7'-hydroxy-3,3'-dimethoxylignano-9,9'-lactone (1052074-53-9) + (7'S,8R,8'R)-[7'-(18)O]-4,4'-bis(tert-butyldimethylsilyloxy)-8'-hydroxymethyl-3,3'-dimethoxylignano-9,7'-lactone (1052074-48-2)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1039/b801593g

upstream raw materials:

(8R,8'R)-4,4'-bis(tert-butyldimethylsilanyloxy)-3,3'-dimethoxy-7'-(propane-1,3-diyldithio)lignano-9,9'-lactone

Downstream raw materials:

(7'S,8R,8'R)-[7'-⁽¹⁸⁾O]-4,4'-bis(tert-butyldimethylsilyloxy)-7'-hydroxy-3,3'-dimethoxylignano-9,9'-lactone

(7'S,8R,8'R)-[7'-⁽¹⁸⁾O]-4,4'-bis(tert-butyldimethylsilyloxy)-8'-hydroxymethyl-3,3'-dimethoxylignano-9,7'-lactone

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