Process for total synthesis of pladienolide B and pladienolide D
申请人:Kanada Mikie Regina
公开号:US20080021226A1
公开(公告)日:2008-01-24
[Problems to be Solved]
To provide an effective process for total synthesis of pladienolide B and pladienolide D having excellent anti-tumor activity and to provide useful intermediates in the above-described process.
[Measure for Solving the Problem]
A process for producing a compound represented by Formula (11):
wherein P
1
, P
7
, P
8
, P
9
and R
1
are the same as defined below, characterized by including reacting a compound represented by Formula (12):
wherein P
7
means a hydrogen atom or a protecting group for hydroxy group; R
1
means a hydrogen atom or a hydroxy group, with a compound represented by Formula (13):
wherein P
1
means a hydrogen atom or a protecting group for hydroxy group; P
8
means a hydrogen atom, an acetyl group or a protecting group for hydroxy group; P
9
means a hydrogen atom or a protecting group for hydroxy group; or P
8
and P
9
may form together a group represented by a formula:
wherein R
5
means a phenyl group which may have a substituent, in the presence of a catalyst.
There provided a 12-membered-ring macrolactam derivative having antitumor activity: A compound represented by Formula (1) or a salt thereof. In this Formula, R
1
is a hydrogen atom, a C
1-6
alkyl group, a C
1-6
alkylcarbonyl group or a C
6-14
arylcarbonyl group; R
2
is a hydrogen atom or a C
1-6
alkyl group; R
3
is a hydrogen atom or a hydroxyl group; R
4
is a hydrogen atom or a hydroxyl group; R
5
is a hydrogen atom or a C
1-6
alkyl group; R
6
is a hydrogen atom or a hydroxyl group; and R
7
is an acetyl group or the like.
PROCESS FOR TOTAL SYNTHESIS OF PLADIENOLIDE B AND PLADIENOLIDE D
申请人:KANADA Regina Mikie
公开号:US20100204490A1
公开(公告)日:2010-08-12
Process for producing compound of Formula:
wherein P
2
, P
3
and R
2
are the same as defined below, characterized by comprising reacting a compound represented by Formula (7):
wherein P
3
means a protecting group for hydroxy group; and Het means a 1-phenyl-1H-tetrazol-5-yl group, with a compound represented by Formula (8):
wherein P
2
means a protecting group for hydroxy group; and R
2
means a phenyl group which may be substituted, in the presence of a base.
There provided a 12-membered-ring macrolactam derivative having antitumor activity: A compound represented by Formula (1) or a salt thereof. In this Formula, R
1
is a hydrogen atom, a C
1-6
alkyl group, a C
1-6
alkylcarbonyl group or a C
6-14
arylcarbonyl group; R
2
is a hydrogen atom or a C
1-6
alkyl group; R
3
is a hydrogen atom or a hydroxyl group; R
4
is a hydrogen atom or a hydroxyl group; R
5
is a hydrogen atom or a C
1-6
alkyl group; R
6
is a hydrogen atom or a hydroxyl group; and R
7
is an acetyl group or the like.