A Convergent Total Synthesis of a New Antiepileptic Ceramide and its Triacetyl Derivative Using Olefin Cross Metathesis
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Ghosal, Partha
Kumar, Vikas Shaw, A K |
|
| Date |
2011-06-07T05:40:24Z
2011-06-07T05:40:24Z 2010 |
|
| Identifier |
Tetrahedron, (2010), 66(38), 7504-7509
http://hdl.handle.net/123456789/685 |
|
| Description |
A convergent total synthesis of a new antiepileptic ceramide 1b and its triacetyl derivative 1b' was completed by using two important C-C bond forming reactions, Wittig methylenation and olefin cross metathesis as the key steps. The easily available 3, 4, 6-tri-O-benzyl-D-galactal was used as a chiral pool for the synthesis of highly functionalised amide 3 and the commercially available 1, 12-dodecanediol for the long chain olefin counterpart 4. The long hydrocarbon chain of the new ceramide 1b was installed by using olefin cross metathesis between amide 3 and long chain terminal olefin 4 followed by hydrogenation.
|
|
| Format |
316876 bytes
application/pdf |
|
| Language |
en
|
|
| Relation |
cdricommunicationno.7945
|
|
| Subject |
C-C bond forming reactions
tri-O-benzyl-D-galactal |
|
| Title |
A Convergent Total Synthesis of a New Antiepileptic Ceramide and its Triacetyl Derivative Using Olefin Cross Metathesis
|
|
| Type |
Article
|
|