(3aR,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,7a-dihydro-benzo[1,3]dioxole

Base Information

Chemical Name:(3aR,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,7a-dihydro-benzo[1,3]dioxole
CAS No.:205129-91-5
Molecular Formula:C₂₅H₂₈O₄
Molecular Weight:392.495
Hs Code.:

Synonyms:(3aR,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,7a-dihydro-benzo[1,3]dioxole

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Chemical Property of (3aR,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,7a-dihydro-benzo[1,3]dioxole

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Technology Process of (3aR,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,7a-dihydro-benzo[1,3]dioxole

There total 3 articles about (3aR,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,7a-dihydro-benzo[1,3]dioxole 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: 76.0%

: 100-39-0
benzyl bromide

: 205129-90-4
((3aR,7aS)-6-Hydroxymethyl-2,2-dimethyl-3a,7a-dihydro-benzo[1,3]dioxol-5-yl)-methanol

: 205129-91-5
(3aR,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,7a-dihydro-benzo[1,3]dioxole

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; 1.) room temperature, 30 min, 2.) 40 deg C, 4 h;
DOI:10.1271/bbb.62.396

Reference yield:

: (3aR,7aS)-2,2-Dimethyl-3a,7a-dihydro-benzo[1,3]dioxole-5,6-dicarboxylic acid

: 205129-91-5
(3aR,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,7a-dihydro-benzo[1,3]dioxole

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / Cs₂CO₃, H₂O / dimethylformamide / 16 h / Ambient temperature; pH 11

2: 36 percent / DIBAL-H / CH₂Cl₂; toluene / 0.83 h / -78 °C

3: 76 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 1.) room temperature, 30 min, 2.) 40 deg C, 4 h

With water; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; caesium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1271/bbb.62.396

Reference yield:

: 205129-89-1
(3aS,7aR)-2,2-Dimethyl-3a,7a-dihydro-benzo[1,3]dioxole-5,6-dicarboxylic acid dimethyl ester

: 205129-91-5
(3aR,7aS)-5,6-Bis-benzyloxymethyl-2,2-dimethyl-3a,7a-dihydro-benzo[1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1: 36 percent / DIBAL-H / CH₂Cl₂; toluene / 0.83 h / -78 °C

2: 76 percent / NaH, tetrabutylammonium iodide / tetrahydrofuran / 1.) room temperature, 30 min, 2.) 40 deg C, 4 h

With tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1271/bbb.62.396