(5R,8R,9R)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione

Base Information

• Chemical Name: (5R,8R,9R)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione
• CAS No.: 440641-07-6
• Molecular Formula: C₂₆H₂₈O₈Si
• Molecular Weight: 496.589

Synonyms:(5R,8R,9R)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione

Chemical Property of (5R,8R,9R)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,8R,9R)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione

There total 12 articles about (5R,8R,9R)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione 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:

methyl (3R)-4-tert-butyldiphenylsiloxy-3-(5-methoxy-2-furoyloxy)-2-oxobutanoate (440640-98-2) → (5S,8R,9S)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione (440641-03-2) + (5R,8R,9R)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione (440641-07-6)

Guidance literature:

With trimethylsilyl iodide; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1021/jo011157s

Reference yield:

methyl (3R)-4-tert-butyldiphenylsiloxy-3-(5-(4-methylphenoxy)-2-furoyloxy)-2-oxobutanoate (440641-00-9) → (5S,8R,9S)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione (440641-03-2) + (5R,8R,9R)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione (440641-07-6)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/jo011157s

Reference yield:

methyl (3R)-4-tert-butyldiphenylsiloxy-3-(5-methoxy-2-furoyloxy)-2-oxobutanoate (440640-98-2) → (5S,8R,9R)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione (440641-05-4) + (5R,8R,9R)-8-tert-butyldiphenylsiloxymethyl-9-hydroxy-9-methoxycarbonyl-1,7-dioxaspiro[4.4]non-3-ene-2,6-dione (440641-07-6)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 - 0 ℃; for 2h;

DOI:10.1021/jo011157s

upstream raw materials:

methyl (3R)-4-tert-butyldiphenylsiloxy-3-(5-phenylthio-2-furoyloxy)-2-oxobutanoate

methyl (3R)-4-tert-butyldiphenylsiloxy-3-(5-methoxy-2-furoyloxy)-2-oxobutanoate

methyl (3R)-4-tert-butyldiphenylsiloxy-3-(5-(4-methylphenoxy)-2-furoyloxy)-2-oxobutanoate

Dimethyl D-tartrate

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