3β,4β-benzylidenedioxy-5α-<(1R)-1-hydroxyethyl>-3α,5β-dimethyldihydrofuran-2(5H)-one

Base Information

• Chemical Name: 3β,4β-benzylidenedioxy-5α-<(1R)-1-hydroxyethyl>-3α,5β-dimethyldihydrofuran-2(5H)-one
• CAS No.: 102104-01-8
• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.305

Synonyms:3β,4β-benzylidenedioxy-5α-<(1R)-1-hydroxyethyl>-3α,5β-dimethyldihydrofuran-2(5H)-one

Chemical Property of 3β,4β-benzylidenedioxy-5α-<(1R)-1-hydroxyethyl>-3α,5β-dimethyldihydrofuran-2(5H)-one

Chemical Property:

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Technology Process of 3β,4β-benzylidenedioxy-5α-<(1R)-1-hydroxyethyl>-3α,5β-dimethyldihydrofuran-2(5H)-one

There total 24 articles about 3β,4β-benzylidenedioxy-5α-<(1R)-1-hydroxyethyl>-3α,5β-dimethyldihydrofuran-2(5H)-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: 95.0%

benzaldehyde (100-52-7) + 3β,4β-dihydroxy-5α-<(1RS)-1-hydroxyethyl>-3α,5β-dimethyldihydrofuran-2(5H)-one (102103-93-5,116257-91-1,136522-05-9) → 3β,4β-benzylidenedioxy-5α-<(1R)-1-hydroxyethyl>-3α,5β-dimethyldihydrofuran-2(5H)-one (102104-01-8)

Guidance literature:

With 3 A molecular sieve; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; for 2.5h; Heating;

Reference yield: 95.0%

(3S,4R,5S)-3,4-Dihydroxy-5-(1-hydroxy-ethyl)-3,5-dimethyl-dihydro-furan-2-one (102103-93-5,116257-91-1,136522-05-9) + benzaldehyde (100-52-7) → (3aS,6S,6aS)-6-(1-Hydroxy-ethyl)-3a,6-dimethyl-2-phenyl-dihydro-furo[3,4-d][1,3]dioxol-4-one (102104-01-8)

Guidance literature:

With toluene-4-sulfonic acid;

DOI:10.1016/S0040-4039(00)94953-0

Reference yield: 72.0%

benzaldehyde (100-52-7) + 3α,4α-dihydroxy-5β-<(1RS)-1-hydroxyethyl>-3β,5α-dimethyldihydrofuran-2(5H)-one (102103-93-5,116257-91-1,136522-05-9) → 3α,4α-benzylidenedioxy-5β-<(1RS)-1-hydroxyethyl>-3β,5α-dimethyldihydrofuran-2(5H)-one (102104-01-8)

Guidance literature:

With 3 A molecular sieve; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; for 3.5h; Heating;

upstream raw materials:

(3R,4S,5R)-3,4-Dihydroxy-5-(1-hydroxy-ethyl)-3,5-dimethyl-dihydro-furan-2-one

(Z)-2-methyl-2-buten-1-ol

Angelic acid

(2R,3S)-2-Methyl-2,3-epoxy-1-butanol

Downstream raw materials:

Benzoic acid (1S,3S,4R)-1,3,4-trimethyl-6-oxo-2,5-dioxa-bicyclo[2.2.1]hept-7-yl ester

(+)-citreoviral

Benzoic acid (1R,3S,4S,7S)-1,3,4-trimethyl-6-oxo-2,5-dioxa-bicyclo[2.2.1]hept-7-yl ester

iso-citreoviral

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