(2R,4aR,5aR,8aS)-6-isopropylidene-2-phenyl-1,3,5-trioxa-7a-azacyclobuta[b]decalin-7-one

Base Information

• Chemical Name: (2R,4aR,5aR,8aS)-6-isopropylidene-2-phenyl-1,3,5-trioxa-7a-azacyclobuta[b]decalin-7-one
• CAS No.: 848771-10-8
• Molecular Formula: C₁₇H₁₉NO₄
• Molecular Weight: 301.342

Synonyms:(2R,4aR,5aR,8aS)-6-isopropylidene-2-phenyl-1,3,5-trioxa-7a-azacyclobuta[b]decalin-7-one

Chemical Property of (2R,4aR,5aR,8aS)-6-isopropylidene-2-phenyl-1,3,5-trioxa-7a-azacyclobuta[b]decalin-7-one

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Technology Process of (2R,4aR,5aR,8aS)-6-isopropylidene-2-phenyl-1,3,5-trioxa-7a-azacyclobuta[b]decalin-7-one

There total 1 articles about (2R,4aR,5aR,8aS)-6-isopropylidene-2-phenyl-1,3,5-trioxa-7a-azacyclobuta[b]decalin-7-one 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: 85.0%

(4'R)-1,3-O-benzylidene-2-O-[3'-(1-methylethylidene)-2'-oxoazetidin-4'-yl]-4-O-tosyl-L-erythritol → (2R,4aR,5aR,8aS)-6-isopropylidene-2-phenyl-1,3,5-trioxa-7a-azacyclobuta[b]decalin-7-one (848771-10-8)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In acetonitrile; for 2h; Heating;

DOI:10.1002/ejoc.200400557

Reference yield: 87.0%

(2R,4aR,5aR,8aS)-6-isopropylidene-2-phenyl-1,3,5-trioxa-7a-azacyclobuta[b]decalin-7-one (848771-10-8) → (2R,4aR,5aR,9aS)-6-hydroxy-6-(1-hydroxy-1-methylethyl)-2-phenyl-1,3,5-trioxa-8-azacyclobuta[b]decalin-7-one (916676-80-7)

Guidance literature:

With ruthenium trichloride; sodium periodate; In chloroform; water; acetonitrile; for 0.5h;

DOI:10.1016/j.tet.2006.08.074

Reference yield: 62.0%

(2R,4aR,5aR,8aS)-6-isopropylidene-2-phenyl-1,3,5-trioxa-7a-azacyclobuta[b]decalin-7-one (848771-10-8) → (2R,4aR,5aR,9aS)-6-bromo-6-(1-hydroxy-1-methylethyl)-2-phenyl-1,3,5-trioxa-8-azacyclobuta[b]decalin-7-one

Guidance literature:

With N-Bromosuccinimide; water; In dimethyl sulfoxide; at 20 ℃; for 12h;

DOI:10.1016/j.tet.2006.08.074

Downstream raw materials:

(2R,4aR,5aR,9aS)-6-hydroxy-6-(1-hydroxy-1-methylethyl)-2-phenyl-1,3,5-trioxa-8-azacyclobuta[b]decalin-7-one

(3S,4R,6R,7S)-3-benzoyloxy-4-(benzoyloxymethyl)-7-hydroxy-5-oxacepham

(3S,4R,6R,7R)-7-azido-3-benzoyloxy-4-(benzoyloxymethyl)-5-oxacepham

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