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

Base Information

• Chemical Name: methyl (3R)-4-tert-butyldiphenylsiloxy-3-(5-phenylthio-2-furoyloxy)-2-oxobutanoate
• CAS No.: 215173-30-1
• Molecular Formula: C₃₂H₃₂O₇SSi
• Molecular Weight: 588.753

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

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

Chemical Property:

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

There total 9 articles about methyl (3R)-4-tert-butyldiphenylsiloxy-3-(5-phenylthio-2-furoyloxy)-2-oxobutanoate 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: 98.0%

methyl (2S,3R)-4-tert-butyldiphenylsiloxy-2-hydroxy-3-(5-phenylthio-2-furoyloxy)butanoate (215173-37-8) → methyl (3R)-4-tert-butyldiphenylsiloxy-3-(5-phenylthio-2-furoyloxy)-2-oxobutanoate (215173-30-1)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1021/jo011157s

Reference yield: 96.0%

methyl (2R,3R)-4-tert-butyldiphenylsiloxy-3-(5-phenylthio-2-furoyloxy)-2-hydroxybutanoate (440641-43-0) → methyl (3R)-4-tert-butyldiphenylsiloxy-3-(5-phenylthio-2-furoyloxy)-2-oxobutanoate (215173-30-1)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1021/jo011157s

Reference yield:

methyl (2S,3R)-4-tert-butyldiphenylsiloxy-3-(5-phenylthio-2-furoyloxy)-2-(tetrahydro-2H-pyran-2-yloxy)butanoate (215173-29-8) → methyl (3R)-4-tert-butyldiphenylsiloxy-3-(5-phenylthio-2-furoyloxy)-2-oxobutanoate (215173-30-1)

Guidance literature:

With dimethylaluminum chloride; Dess-Martin periodane; Yield given. Multistep reaction;

DOI:10.1021/jo981684k

upstream raw materials:

methyl (2S,3R)-4-tert-butyldiphenylsiloxy-3-(5-phenylthio-2-furoyloxy)-2-(tetrahydro-2H-pyran-2-yloxy)butanoate

methyl (2S,3R)-4-tert-butyldiphenylsiloxy-2-hydroxy-3-(5-phenylthio-2-furoyloxy)butanoate

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

(2S,3R)-3,4-Dihydroxy-2-(tetrahydro-pyran-2-yloxy)-butyric acid methyl ester

Downstream raw materials:

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

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

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

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

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