3A,4,7,7A-TETRAHYDRO-2-(2'-HYDROXYETHYL)-4,7-EPOXY-1H-ISOINDOLE-1,3(2H)-DIONE

Base Information

• Chemical Name: 3A,4,7,7A-TETRAHYDRO-2-(2'-HYDROXYETHYL)-4,7-EPOXY-1H-ISOINDOLE-1,3(2H)-DIONE
• CAS No.: 32620-90-9
• Molecular Formula: C10H11 N O4
• Molecular Weight: 209.202
• Hs Code.: 2925190090
• Mol file: 32620-90-9.mol

Synonyms:7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide,N-(2-hydroxyethyl)- (8CI)

Chemical Property of 3A,4,7,7A-TETRAHYDRO-2-(2'-HYDROXYETHYL)-4,7-EPOXY-1H-ISOINDOLE-1,3(2H)-DIONE

Chemical Property:

• Boiling Point: 458.1±45.0 °C(Predicted)
• PKA: 14.45±0.10(Predicted)
• PSA: 66.84000
• Density: 1.463±0.06 g/cm3(Predicted)
• LogP: -1.14500

Purity/Quality:

99% ^*data from raw suppliers

3-ALPHA-4,7,7-ALPHA-TETRAHYDRO-2-(2'-HYDROXYETHYL)-4,7-EPOXY-1H-ISOINDOLE-1,3(2H)-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3A,4,7,7A-TETRAHYDRO-2-(2'-HYDROXYETHYL)-4,7-EPOXY-1H-ISOINDOLE-1,3(2H)-DIONE

There total 2 articles about 3A,4,7,7A-TETRAHYDRO-2-(2'-HYDROXYETHYL)-4,7-EPOXY-1H-ISOINDOLE-1,3(2H)-DIONE 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: 85.0%

7-oxanorborn-5-ene-2,3-dicarboxylic anhydride (5426-09-5) + ethanolamine (141-43-5) → 4-(2-hydroxy-ethyl)-10-oxa-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione (32620-90-9)

Guidance literature:

With triethylamine; In methanol; at 70 ℃; for 22h; Inert atmosphere; Cooling with ice;

DOI:10.1021/acs.macromol.8b00601

Reference yield:

7-oxanorborn-5-ene-2,3-dicarboxylic anhydride (5426-09-5) + ethanolamine (141-43-5) → 4-(2-hydroxy-ethyl)-10-oxa-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione (32620-90-9) + 5,6-didehydronorcantharidin monomethyl ester

Guidance literature:

7-oxanorborn-5-ene-2,3-dicarboxylic anhydride; With methanol; at 0 - 2 ℃;

ethanolamine; at 0 - 78 ℃; for 5.45h; Product distribution / selectivity;

Reference yield: 98.0%

3,5-bis(prop-2-yn-1-yloxy) benzoic acid (664334-21-8) + 4-(2-hydroxy-ethyl)-10-oxa-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione (32620-90-9) → C23H19NO7 (1224617-67-7)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 16h;

DOI:10.1039/c1cc15354d

upstream raw materials:

7-oxanorborn-5-ene-2,3-dicarboxylic anhydride

ethanolamine

Downstream raw materials:

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

C₂₃H₁₉NO₇

C₁₉H₁₅NO₆

Refernces

• 1、 Tonglairoum, Prasopchai,Brannigan, Ruairí P.,Opanasopit, Praneet,Khutoryanskiy, Vitaliy V.. "Maleimide-bearing nanogels as novel mucoadhesive materials for drug delivery". . p. 6581 - 6587. Retrieved 2016.
• 2、 K?tteritzsch, Julia,Hager, Martin D.,Schubert, Ulrich S.. "Tuning the self-healing behavior of one-component intrinsic polymers". . p. 321 - 329. Retrieved 2015.
• 3、 Tanaka, Joji,Archer, Noel Edward,Grant, Michael Jeffery,You, Wei. "Reversible-Addition Fragmentation Chain Transfer Step-Growth Polymerization". supporting information. p. 15918 - 15923. Retrieved 2021/10/21.