7-benzyl-2,2-dimethyl-octahydro-1,3,6,8-tetraoxa-7-aza-dicyclopenta[a,e]pentalene

Base Information

• Chemical Name: 7-benzyl-2,2-dimethyl-octahydro-1,3,6,8-tetraoxa-7-aza-dicyclopenta[a,e]pentalene
• CAS No.: 918827-76-6
• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.385

Synonyms:7-benzyl-2,2-dimethyl-octahydro-1,3,6,8-tetraoxa-7-aza-dicyclopenta[a,e]pentalene

Chemical Property of 7-benzyl-2,2-dimethyl-octahydro-1,3,6,8-tetraoxa-7-aza-dicyclopenta[a,e]pentalene

Chemical Property:

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Technology Process of 7-benzyl-2,2-dimethyl-octahydro-1,3,6,8-tetraoxa-7-aza-dicyclopenta[a,e]pentalene

There total 6 articles about 7-benzyl-2,2-dimethyl-octahydro-1,3,6,8-tetraoxa-7-aza-dicyclopenta[a,e]pentalene 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: 82.0%

6-allyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde (918827-75-5) + N-benzyl hydroxylalmine (622-30-0) → 7-benzyl-2,2-dimethyl-octahydro-1,3,6,8-tetraoxa-7-aza-dicyclopenta[a,e]pentalene (918827-76-6)

Guidance literature:

In ethanol; for 4h; Heating;

DOI:10.1016/j.tetlet.2006.10.070

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 7-benzyl-2,2-dimethyl-octahydro-1,3,6,8-tetraoxa-7-aza-dicyclopenta[a,e]pentalene (918827-76-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / pyridine / 2 h / 0 °C

2: 80 percent / benzene / 40 h / 10 °C / UV-irradiation

3: aq. AcOH / 20 °C

4: aq. NaIO₄ / methanol / 0.5 h / 20 °C

5: 82 percent / ethanol / 4 h / Heating

With pyridine; sodium periodate; acetic acid; In methanol; ethanol; benzene;

DOI:10.1016/j.tetlet.2006.10.070

Reference yield:

1-(6-allyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethane-1,2-diol (932020-00-3) → 7-benzyl-2,2-dimethyl-octahydro-1,3,6,8-tetraoxa-7-aza-dicyclopenta[a,e]pentalene (918827-76-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaIO₄ / methanol / 0.5 h / 20 °C

2: 82 percent / ethanol / 4 h / Heating

With sodium periodate; In methanol; ethanol;

DOI:10.1016/j.tetlet.2006.10.070

upstream raw materials:

6-allyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde

N-benzyl hydroxylalmine

1-(6-allyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethane-1,2-diol

1,2:5,6-di-O-isopropylidene-3-deoxy-3β-allyl-α-D-glucofuranose

Downstream raw materials:

3-benzyl-octahydro-2,4-dioxa-3-aza-cyclopenta[a]pentalene-5,6-diol

1-benzyl-5-hydroxymethyl-hexahydro-cyclopenta[c]isoxazol-6-ol

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