Dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.13,7]decane]-4-acetic Acid

Base Information

• Chemical Name: Dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.13,7]decane]-4-acetic Acid
• CAS No.: 923267-23-6
• Molecular Formula: C₁₈H₂₆O₆
• Molecular Weight: 338.401
• ChEMBL ID: CHEMBL1830030
• DSSTox Substance ID: DTXSID00580190
• Wikidata: Q82470959
• Mol file: 923267-23-6.mol

Synonyms:923267-23-6;CID 15946778;Dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.13,7]decane]-4-acetic Acid;MT04;CHEMBL1830030;SCHEMBL13327510;DTXSID00580190;(Dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.1~3,7~]decan]-4-yl)acetic acid

Chemical Property of Dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.13,7]decane]-4-acetic Acid

Chemical Property:

• Melting Point: 119-121 °C
• Boiling Point: 476.7±34.0 °C(Predicted)
• PKA: 4?+-.0.10(Predicted)
• PSA: 74.22000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 3.41000
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 338.17293854
• Heavy Atom Count: 24
• Complexity: 484

Purity/Quality:

MT04 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(CCC1CC(=O)O)OOC3(C4CC5CC(C4)CC3C5)OO2
• Uses: MT04 is an analogue of the fasciocidal drug candidate OZ78, a 1,2,4-trioxolane. MT04 was tested as a potential novel fasciocidal drug against Fasciola hepatica and Echinostoma caproni.

Technology Process of Dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.13,7]decane]-4-acetic Acid

There total 4 articles about Dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.13,7]decane]-4-acetic Acid 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: 94.0%

ethyl dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.1(3,7)]decan]-4-ylacetate → dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.1(3,7)]decan]-4-ylacetic acid (923267-23-6)

Guidance literature:

ethyl dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.1(3,7)]decan]-4-ylacetate; With methanol; potassium hydroxide; for 1.5h; Reflux;

With hydrogenchloride; In water;

DOI:10.1002/anie.201001026

Reference yield: 66.0%

→ dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.1(3,7)]decan]-4-ylacetic acid (923267-23-6)

Guidance literature:

Reference yield:

(4,4-bis-hydroperoxy-cyclohexyl)-acetic acid ethyl ester (923267-17-8) → dispiro[cyclohexane-1,3'-[1,2,4,5]tetroxane-6',2''-tricyclo[3.3.1.1(3,7)]decan]-4-ylacetic acid (923267-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: perrhenic acid anhydride / dichloromethane / 3 h / 0 - 20 °C

2.1: sodium hydroxide / water; methanol / 1.5 h / Reflux

2.2: pH 1

With perrhenic acid anhydride; sodium hydroxide; In methanol; dichloromethane; water;

DOI:10.1002/cmdc.201300202

upstream raw materials:

(4,4-bis-hydroperoxy-cyclohexyl)-acetic acid ethyl ester

ethyl 4-oxocyclohexaneacetate