Table 2.
Stereogenic segments composing bistramide | [M]D | ||
---|---|---|---|
C6–C11 THP/amide | C22–C31 Spiroketal | C34 ketone | |
(6S, 9R, 11R, 15S, 16R) [M]D = +119a | (22S, 23R, 27R, 31R) [M]D = −156 | (34R) [M]D = −51 | −88 |
| |||
(34S) [M]D = +51d | +14 | ||
| |||
(22R, 23S, 27S, 31S) [M]D = +156b | (34R) [M]D = −51 | +224 | |
| |||
(34S) [M]D = +51d | +326 | ||
| |||
(6R, 9S, 11S, 15R, 16S) [M]D = −119 | (22S, 23R, 27R, 31R) [M]D = −156 | (34R) [M]D= −51 | −326 |
| |||
(34S) [M]D = +51d | −224 | ||
| |||
(22R, 23S, 27S, 31S) [M]D = +156b | (34R) [M]D = −51 | −14 | |
| |||
(34S) [M]D= +51d | +88 |
synthetic
derived from synthetic 78.
from normanicone (+)-79.