| Identification | More | [Name]
(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione | [CAS]
14805-29-9 | [Synonyms]
Nsc238001
Lurasidone INT 1
exo-2,3-NorbornanedicarboxiMide
2,3-Norbornanedicarboximide, exo-(8CI)
Bicyclo[2,2,1]heptane-2,3-di-exo-carboximide
Bicyclo[2.2.1]hep-tane-2,3-exo-dicarboximide
(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione
(3aR,4S,7R,7aS)-rel-Hexahydro-4,7-Methano-1H-isoindole-
(3aR,4S,7R,7aS)-Hexahydro-1H-4,7-Methanoisoindole-1,3(2H)-dione
(3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methano-1H-isoindole-1,3(2H)-dione
4,7-Methano-1H-isoindole-1,3(2H)-dione, hexahydro-, (3aR,4S,7R,7aS)-rel-
(3aR,7aS)-rel-hexahydro-4,7-Methano-1H-isoindole-1,3(2H)-dione (relative stereo structure)) | [EINECS(EC#)]
689-268-3 | [Molecular Formula]
C9H11NO2 | [MDL Number]
MFCD12964181 | [MOL File]
14805-29-9.mol | [Molecular Weight]
165.191 |
| Chemical Properties | Back Directory | [Melting point ]
173-176℃ | [Boiling point ]
355℃ | [density ]
1.285 | [Fp ]
171℃ | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
11.85±0.20(Predicted) | [color ]
White to Light Brown | [InChI]
InChI=1/C9H11NO2/c11-8-6-4-1-2-5(3-4)7(6)9(12)10-8/h4-7H,1-3H2,(H,10,11,12)/t4-,5+,6+,7- | [InChIKey]
RIVOBMOBWMOLDJ-RNGGSSJXNA-N | [SMILES]
C1(=O)[C@]2([H])[C@@]([H])([C@]3([H])C[C@@]2([H])CC3)C(=O)N1 |&1:2,4,6,9,r| |
| Hazard Information | Back Directory | [Chemical Properties]
(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione, white to almost white powder to crystalline in appearance, melting point 152°C, stored at 2-8°C. | [Uses]
(3AR,4S,7R,7AS) 4,7-methylene-1H-isoindole-1,3(2H)-dione can be used as an intermediate for organic synthesis and pharmaceutical research and development, suitable for laboratory organic synthesis It can be used as the raw material for the synthetic raw material medicine lurasidone in the synthesis process of chemical medicine. | [Synthesis]
General procedure for the synthesis of (3aR,4S,7R,7aS)-rel-(3aR,4S,7R,7aS)-rel-hexahydro-1H-4,7-methanoisoindoline-1,3(2H)-dione from rel-(3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-1H-4,7-methanoiisoindoline-1,3(2H)-dione: In an autoclave, 3.8 kg palladium carbon (10% w/w, 50% H2O) and the raw material rel-(3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-1H-4,7-methylene-bridged isoindoline-1,3(2H)-dione (68.8 kg, 421.3 mol) were suspended in methanol (1000 L). Subsequently, the autoclave was sealed and the air in the autoclave was replaced with nitrogen, and then hydrogen was introduced to a pressure of 8 atm. The reaction process was monitored by hydrogen consumption and gas chromatography (GC). Upon completion of the reaction, the reaction solution was concentrated to a smaller volume and water (200 L) was slowly added over a period of about 30 min. The resulting suspension was cooled and a white solid was separated by centrifugation and washed with 50 L of water to give the final product (3aR,4S,7R,7aS)-rel-hexahydro-1H-4,7-bridged methylidene isoindole-1,3(2H)-dione (dry weight 63.6 kg, yield 91.4%, GC purity 99.99%). | [References]
[1] Patent: WO2015/56205, 2015, A1. Location in patent: Page/Page column 13; 14 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
|