<3aR(3aα,4α,5β,6aα)>-(-)-<5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-2H-cyclopentafuran-2-on-4-yl>methyl hydrogen butanedioate

Base Information

• Chemical Name: <3aR(3aα,4α,5β,6aα)>-(-)-<5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-2H-cyclopentafuran-2-on-4-yl>methyl hydrogen butanedioate
• CAS No.: 118560-19-3
• Molecular Formula: C₂₅H₂₄O₈
• Molecular Weight: 452.461

Synonyms:<3aR(3aα,4α,5β,6aα)>-(-)-<5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-2H-cyclopentafuran-2-on-4-yl>methyl hydrogen butanedioate

Chemical Property of <3aR(3aα,4α,5β,6aα)>-(-)-<5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-2H-cyclopentafuran-2-on-4-yl>methyl hydrogen butanedioate

Chemical Property:

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Technology Process of <3aR(3aα,4α,5β,6aα)>-(-)-<5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-2H-cyclopentafuran-2-on-4-yl>methyl hydrogen butanedioate

There total 1 articles about <3aR(3aα,4α,5β,6aα)>-(-)-<5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-2H-cyclopentafuran-2-on-4-yl>methyl hydrogen butanedioate 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: 66.4%

succinic acid anhydride (108-30-5) + <3aR(3aα,4α,5β,6aα)>-(-)-5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-4-hydroxymethyl-2H-cyclopentafuran-2-one (54382-73-9) → <3aR,S(3aα,4α,5β,6aα)>-(+/-)-<5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-2H-cyclopentafuran-2-on-4-yl>methyl hydrogen butanedioate (118560-19-3,119181-14-5,119181-15-6,119181-16-7,136982-10-0)

Guidance literature:

With triethylamine; In ethyl acetate; for 8h; Heating;

Reference yield: 84.0%

<3aR(3aα,4α,5β,6aα)>-(-)-<5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-2H-cyclopentafuran-2-on-4-yl>methyl hydrogen butanedioate (118560-19-3) → (-)-Corey lactone 5-(4-phenylbenzoate) (31752-99-5)

Guidance literature:

With sulfuric acid; In methanol; for 14h; Heating;

Reference yield:

<3aR(3aα,4α,5β,6aα)>-(-)-<5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-2H-cyclopentafuran-2-on-4-yl>methyl hydrogen butanedioate (118560-19-3) → (3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one (32233-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / H₂SO₄ / methanol / 14 h / Heating

2: 85 percent / K₂CO₃ / CH₂Cl₂; methanol / 3 h / Ambient temperature

With sulfuric acid; potassium carbonate; In methanol; dichloromethane;

upstream raw materials:

succinic acid anhydride

<3aR(3aα,4α,5β,6aα)>-(-)-5-(1,1'-biphenyl-4-carbonyloxy)hexahydro-4-hydroxymethyl-2H-cyclopentafuran-2-one

Downstream raw materials:

(-)-Corey lactone 5-(4-phenylbenzoate)

(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

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