methyl 2,3,3a,6,7,7a-hexahydro-7-hydroxy-6-hydroxymethyl-3-oxo-3a-benzyloxybenzofuran-4-carboxylate

Base Information

Chemical Name:methyl 2,3,3a,6,7,7a-hexahydro-7-hydroxy-6-hydroxymethyl-3-oxo-3a-benzyloxybenzofuran-4-carboxylate
CAS No.:133589-52-3
Molecular Formula:C₁₈H₂₀O₇
Molecular Weight:348.353
Hs Code.:

Synonyms:methyl 2,3,3a,6,7,7a-hexahydro-7-hydroxy-6-hydroxymethyl-3-oxo-3a-benzyloxybenzofuran-4-carboxylate

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Chemical Property of methyl 2,3,3a,6,7,7a-hexahydro-7-hydroxy-6-hydroxymethyl-3-oxo-3a-benzyloxybenzofuran-4-carboxylate

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Technology Process of methyl 2,3,3a,6,7,7a-hexahydro-7-hydroxy-6-hydroxymethyl-3-oxo-3a-benzyloxybenzofuran-4-carboxylate

There total 6 articles about methyl 2,3,3a,6,7,7a-hexahydro-7-hydroxy-6-hydroxymethyl-3-oxo-3a-benzyloxybenzofuran-4-carboxylate 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: 19.0%

: 133589-48-7,133589-50-1
methyl 3a,4,7,7a-tetrahydro-7-hydroxy-6-benzyloxymethyl-3,3a-dibenzyloxybenzofuran-4-carboxylate

: 133589-52-3
methyl 2,3,3a,6,7,7a-hexahydro-7-hydroxy-6-hydroxymethyl-3-oxo-3a-benzyloxybenzofuran-4-carboxylate

: 133589-51-2
methyl 2,3,3a,6,7,7a-hexahydro-7-hydroxy-3-oxo-3a-benzyloxy-6-benzyloxymethylbenzofuran-4-carboxylate

Guidance literature:: With cyclohexa-1,4-diene; palladium on activated charcoal; In ethanol; water; at 25 ℃; for 72h;

Reference yield:

: 116287-78-6
(1R,2S,6S,7S)-5,6-Bis-benzyloxy-10-hydroxymethyl-3,9-dioxa-tricyclo[5.2.2.0^2,6]undeca-4,10-dien-8-one

: 133589-52-3
methyl 2,3,3a,6,7,7a-hexahydro-7-hydroxy-6-hydroxymethyl-3-oxo-3a-benzyloxybenzofuran-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / Ag₂O / dimethylformamide / 1 h / 70 °C

2: KOH / tetrahydrofuran; ethanol; H₂O / 0.5 h / 70 °C

3: diethyl ether / 0 °C

4: 1) DMSO, trifluoroacetic anhydride, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 30 min

5: CeCl₃ * 7 H₂O, NaBH₄ / methanol / 0 °C

6: 26 percent / cyclohexa-1,4-diene / 10percent Pd/C / ethanol; H₂O / 72 h / 25 °C

With potassium hydroxide; sodium tetrahydroborate; cerium(III) chloride; cyclohexa-1,4-diene; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; N,N-dimethyl-formamide;

Reference yield:

: (3aS,4R,7R,7aS)-3,3a-Bis-benzyloxy-6-benzyloxymethyl-7-hydroxy-3a,4,7,7a-tetrahydro-benzofuran-4-carboxylic acid

: 133589-52-3
methyl 2,3,3a,6,7,7a-hexahydro-7-hydroxy-6-hydroxymethyl-3-oxo-3a-benzyloxybenzofuran-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: diethyl ether / 0 °C

2: 1) DMSO, trifluoroacetic anhydride, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 30 min

3: CeCl₃ * 7 H₂O, NaBH₄ / methanol / 0 °C

4: 26 percent / cyclohexa-1,4-diene / 10percent Pd/C / ethanol; H₂O / 72 h / 25 °C

With sodium tetrahydroborate; cerium(III) chloride; cyclohexa-1,4-diene; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; diethyl ether; ethanol; water;