(1aRS,1bSR,2aSR,2bSR,5aRS,5bRS)-octahydrobis(oxireno)[2,3-e:2',3'-g]isobenzofuran

Base Information

• Chemical Name: (1aRS,1bSR,2aSR,2bSR,5aRS,5bRS)-octahydrobis(oxireno)[2,3-e:2',3'-g]isobenzofuran
• CAS No.: 1354698-45-5
• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.166
• Mol file: 1354698-45-5.mol

Synonyms:

Chemical Property of (1aRS,1bSR,2aSR,2bSR,5aRS,5bRS)-octahydrobis(oxireno)[2,3-e:2',3'-g]isobenzofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1aRS,1bSR,2aSR,2bSR,5aRS,5bRS)-octahydrobis(oxireno)[2,3-e:2',3'-g]isobenzofuran

There total 1 articles about (1aRS,1bSR,2aSR,2bSR,5aRS,5bRS)-octahydrobis(oxireno)[2,3-e:2',3'-g]isobenzofuran 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: 57.0%

(3aRS,7aSR)-1,3,3a,7a-tetrahydroisobenzofuran (92187-80-9,766-54-1) + 3-chloro-benzenecarboperoxoic acid (937-14-4) → (1aRS,1bSR,2aSR,2bSR,5aRS,5bRS)-octahydrobis(oxireno)[2,3-e:2',3'-g]isobenzofuran (1354698-45-5) + (1aRS,2RS,2aRS,5aSR,6SR,6aSR)-6-hydroxyoctahydrooxireno[2,3-f]isobenzofuran-2-yl 3-chlorobenzoate + (1aRS,1bRS,2aRS,2bRS,5aSR,5bRS)-octahydrobis(oxireno)[2,3-e:2',3'-g]isobenzofuran + (1aSR,2RS,3SR,3aSR,6aRS,6bSR)-3-hydroxyoctahydrooxireno[2,3-e]isobenzofuran-2-yl 3-chlorobenzoate

Guidance literature:

In dichloromethane; at 20 ℃; for 48h;

DOI:10.1002/ejoc.201402762

Reference yield:

(1aRS,1bSR,2aSR,2bSR,5aRS,5bRS)-octahydrobis(oxireno)[2,3-e:2',3'-g]isobenzofuran (1354698-45-5) → (1RS,2RS,3SR,4SR,5SR,6RS)-2,3-diazido-5,6-bis(hydroxymethyl)cyclohexane-1,4-diol

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium azide / 24 h / Reflux

1.2: 12 h / 20 °C

2.1: aminosulfonic acid; acetic acid / 24 h / 20 °C

3.1: ammonia / methanol / 20 °C

With sodium azide; aminosulfonic acid; ammonia; acetic acid; In methanol;

DOI:10.1002/ejoc.201402762

Reference yield:

(1aRS,1bSR,2aSR,2bSR,5aRS,5bRS)-octahydrobis(oxireno)[2,3-e:2',3'-g]isobenzofuran (1354698-45-5) → (1RS,2RS,3SR,4SR,5SR,6RS)-2,3-diamino-5,6-bis(hydroxymethyl)cyclohexane-1,4-diol

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium azide / 24 h / Reflux

1.2: 12 h / 20 °C

2.1: aminosulfonic acid; acetic acid / 24 h / 20 °C

3.1: ammonia / methanol / 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

With sodium azide; palladium 10% on activated carbon; aminosulfonic acid; ammonia; hydrogen; acetic acid; In methanol;

DOI:10.1002/ejoc.201402762

upstream raw materials:

(3aRS,7aSR)-1,3,3a,7a-tetrahydroisobenzofuran

3-chloro-benzenecarboperoxoic acid

Downstream raw materials:

(1R,2S,3R,4S,5R,6S)-5,6-bis(acetoxymethyl)cyclohexane-1,2,3,4-tetrayl tetraacetate

(1R,2S,3R,4S,5S,6R)-5,6-bis(acetoxymethyl)cyclohexane-1,2,3,4-tetrayl tetraacetate

Refernces