(1R,5S,6S,7S)-(+)-6-acetoxymethyl-7-hydroxy-2-oxabicyclo<3.3.0>octan-3-one

Base Information

• Chemical Name: (1R,5S,6S,7S)-(+)-6-acetoxymethyl-7-hydroxy-2-oxabicyclo<3.3.0>octan-3-one
• CAS No.: 125226-80-4
• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.218

Synonyms:(1R,5S,6S,7S)-(+)-6-acetoxymethyl-7-hydroxy-2-oxabicyclo<3.3.0>octan-3-one

Chemical Property of (1R,5S,6S,7S)-(+)-6-acetoxymethyl-7-hydroxy-2-oxabicyclo<3.3.0>octan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (1R,5S,6S,7S)-(+)-6-acetoxymethyl-7-hydroxy-2-oxabicyclo<3.3.0>octan-3-one

There total 2 articles about (1R,5S,6S,7S)-(+)-6-acetoxymethyl-7-hydroxy-2-oxabicyclo<3.3.0>octan-3-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:

(1SR, 5RS, 6RS, 7RS)-7-acetoxy-6-acetoxymethyl-2-oxabicyclo<3.3.0>octan-3-one (90529-18-3) → (3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one (32233-40-2) + (1S,5R,6R,7R)-(-)-2-oxa-6-(hydroxymethyl)-7-acetoxybicyclo<3.3.0>-octan-3-one (26054-65-9) + <3aS(3aα,4α,5β,6aα)>-(+)-5-hydroxy-4-hydroxymethyl-hexahydro-2H-cyclopentafuran-2-one (76704-05-7) + (3aS,4R,5S,6aR)-5-acetoxy-4-(hydroxymethyl)hexahydro-2H-cyclopentafuran-2-one (125226-81-5) + (1S,5R,6R,7R)-(-)-6-acetoxymethyl-7-hydroxy-2-oxabicyclo<3.3.0>octan-3-one (57930-46-8) + (1R,5S,6S,7S)-(+)-6-acetoxymethyl-7-hydroxy-2-oxabicyclo<3.3.0>octan-3-one (125226-80-4)

Guidance literature:

With sodium hydroxide; In methanol; at 36 ℃; for 24h; Product distribution; subtilisin DY, Soerensen phosphate buffer pH 7, further solvents, further enzymes;

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + (+/-)-(3aα,4α,5β,6aα)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopentafuran-2-one (54423-47-1) → <3aS(3aα,4α,5β,6aα)>-(+)-5-hydroxy-4-hydroxymethyl-hexahydro-2H-cyclopentafuran-2-one (76704-05-7) + (1S,5R,6R,7R)-(-)-6-acetoxymethyl-7-hydroxy-2-oxabicyclo<3.3.0>octan-3-one (57930-46-8) + (1R,5S,6S,7S)-(+)-6-acetoxymethyl-7-hydroxy-2-oxabicyclo<3.3.0>octan-3-one (125226-80-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 23 ℃; for 5h; Product distribution; Lipase Amano PS; enzymatically with various lipases; regio- and enantioselective transesterifications; resolution of rac-1 into its enantiomers;

upstream raw materials:

vinyl acetate

(+/-)-(3aα,4α,5β,6aα)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopentafuran-2-one

(1SR, 5RS, 6RS, 7RS)-7-acetoxy-6-acetoxymethyl-2-oxabicyclo<3.3.0>octan-3-one

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