(3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-7-(methoxymethoxy)-2,2-dimethyl-1,3-benzodioxol-4-ol monobenzoate

Base Information

Chemical Name:(3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-7-(methoxymethoxy)-2,2-dimethyl-1,3-benzodioxol-4-ol monobenzoate
CAS No.:438035-04-2
Molecular Formula:C₁₈H₂₂O₆
Molecular Weight:334.369
Hs Code.:

Synonyms:(3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-7-(methoxymethoxy)-2,2-dimethyl-1,3-benzodioxol-4-ol monobenzoate

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

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

There total 8 articles about (3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-7-(methoxymethoxy)-2,2-dimethyl-1,3-benzodioxol-4-ol 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:

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

: 438035-04-2
(3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-7-(methoxymethoxy)-2,2-dimethyl-1,3-benzodioxol-4-ol monobenzoate

Guidance literature:: Multi-step reaction with 6 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: n,N-diisopropylethylamine / CHCl₃ / 20 °C

5: NaOMe / methanol / Heating

6: PPh₃; DEAD / toluene / 20 °C

With sodium hydroxide; sodium phosphate buffer; lipase from C_. rugosa; sodium methylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In pyridine; methanol; chloroform; toluene; 6: Mitsunobu reaction;
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

: 438035-04-2
(3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-7-(methoxymethoxy)-2,2-dimethyl-1,3-benzodioxol-4-ol monobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / methanol

2: pyridine / 0 - 10 °C

3: n,N-diisopropylethylamine / CHCl₃ / 20 °C

4: NaOMe / methanol / Heating

5: PPh₃; DEAD / toluene / 20 °C

With sodium methylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In pyridine; methanol; chloroform; toluene; 5: Mitsunobu reaction;
DOI:10.1021/jo016237a

Reference yield:

: (CH)6O₂C₃H₆OCOC₆H₅OHOHOCOC₆H₅

: 438035-04-2
(3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-7-(methoxymethoxy)-2,2-dimethyl-1,3-benzodioxol-4-ol monobenzoate

Guidance literature:: Multi-step reaction with 9 steps

1: 77 percent / PPh₃; I₂; imidazole / toluene / 5.5 h / Heating

2: 96 percent / NaOMe / methanol / 3 h / Heating

3: 97.5 percent / pyridine / 0 - 20 °C

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

5: NaOMe / methanol

6: pyridine / 0 - 10 °C

7: n,N-diisopropylethylamine / CHCl₃ / 20 °C

8: NaOMe / methanol / Heating

9: PPh₃; DEAD / toluene / 20 °C

With pyridine; 1H-imidazole; sodium hydroxide; sodium phosphate buffer; lipase from C_. rugosa; iodine; sodium methylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In pyridine; methanol; chloroform; toluene; 9: Mitsunobu reaction;
DOI:10.1021/jo016237a