(3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate

Base Information

Chemical Name:(3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate
CAS No.:371155-78-1
Molecular Formula:C₁₆H₁₈O₅
Molecular Weight:290.316
Hs Code.:

Synonyms:(3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate

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Chemical Property of (3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate

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Technology Process of (3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate

There total 9 articles about (3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate 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:

: 371155-77-0
(3aR,7R,7aR)-7-(benzoyloxy)-7,7a-dihydro-2,2-dimethyl-1,3-benzodioxol-4(3aH)-one

: 371155-78-1
(3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate

Guidance literature:: With sodium tetrahydroborate; In methanol; dichloromethane; at 20 ℃;
DOI:10.1021/jo016237a

Reference yield:

: (3aRS,4RS,7RS,7aSR)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol diacetate

: 371155-78-1
(3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1: lipase from C_. rugosa; sodium phosphate buffer; aq. NaOH / 3 h / 20 °C / pH 7.0

2: NaOMe / methanol

3: pyridine / 0 - 10 °C

4: SO₃*pyridine; Et₃N / dimethylsulfoxide / 3 h / 20 °C

5: NaBH₄ / methanol; CH₂Cl₂ / 20 °C

With sodium hydroxide; sodium tetrahydroborate; pyridine-SO₃ complex; sodium phosphate buffer; lipase from C_. rugosa; sodium methylate; triethylamine; In pyridine; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo016237a

Reference yield:

: 438034-27-6
(3aS,4R,7R,7aR)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monoacetate

: 371155-78-1
(3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: NaOMe / methanol

2: pyridine / 0 - 10 °C

3: SO₃*pyridine; Et₃N / dimethylsulfoxide / 3 h / 20 °C

4: NaBH₄ / methanol; CH₂Cl₂ / 20 °C

With sodium tetrahydroborate; pyridine-SO₃ complex; sodium methylate; triethylamine; In pyridine; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo016237a