Spectra for:
T. P. Burkholder, Phillip L. Fuchs
Compound 1 (+/-)-CEPHALOTAXINE
Compound 3 (+/-)-11-HYDROXYCEPHALOTAXINE
Compound 5 (+/-)-5,6,8,9-TETRAHYDRO-1-HYDROXY-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPIN-2(3H)-ONE
![(+/-)-5,6,8,9-TETRAHYDRO-1-HYDROXY-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPIN-2(3H)-ONE](/api/compound/DcJX6990gtF.png?h=300&w=458 "(+/-)-5,6,8,9-TETRAHYDRO-1-HYDROXY-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPIN-2(3H)-ONE")
Compound 24C (3A-ALPHA,4-ALPHA,5S*,6A-ALPHA)-(+/-)-4-METHYL-1-[[6-[TETRAHYDRO-2,2-DIMETHYL-5-(PHENYLSULFONYL)-5-(2-PROPENYL)-4H-CYCLOPENTA-1,3-DIOXOL-4-YL]-1,
![(3A-ALPHA,4-ALPHA,5S*,6A-ALPHA)-(+/-)-4-METHYL-1-[[6-[TETRAHYDRO-2,2-DIMETHYL-5-(PHENYLSULFONYL)-5-(2-PROPENYL)-4H-CYCLOPENTA-1,3-DIOXOL-4-YL]-1,](/api/compound/8xglgrRjr8d.png?h=300&w=458 "(3A-ALPHA,4-ALPHA,5S*,6A-ALPHA)-(+/-)-4-METHYL-1-[[6-[TETRAHYDRO-2,2-DIMETHYL-5-(PHENYLSULFONYL)-5-(2-PROPENYL)-4H-CYCLOPENTA-1,3-DIOXOL-4-YL]-1,")
Compound 25 (3A-ALPHA,4-ALPHA,5E,6A-ALPHA)-(+/-)-4-METHYL-1-[[6-[TETRAHYDRO-2,2-DIMETHYL-5-(2-PROPENYLIDENE)-4H-CYCLOPENTA-1,3-DIOXOL-4-YL]-1,3-BENZODIOXOL-5-
![(3A-ALPHA,4-ALPHA,5E,6A-ALPHA)-(+/-)-4-METHYL-1-[[6-[TETRAHYDRO-2,2-DIMETHYL-5-(2-PROPENYLIDENE)-4H-CYCLOPENTA-1,3-DIOXOL-4-YL]-1,3-BENZODIOXOL-5-](/api/compound/8pHAwteEYdY.png?h=300&w=458 "(3A-ALPHA,4-ALPHA,5E,6A-ALPHA)-(+/-)-4-METHYL-1-[[6-[TETRAHYDRO-2,2-DIMETHYL-5-(2-PROPENYLIDENE)-4H-CYCLOPENTA-1,3-DIOXOL-4-YL]-1,3-BENZODIOXOL-5-")
Compound 26 (3A-ALPHA,4-ALPHA,5E,6A-ALPHA)-(+/-)-5-[[[3-HYDROXY-2-(HYDROXYMETHYL)-2-METHYLPROPYLOXY]-CARBONYL]-METHYL]-6-[TETRAHYDRO-2,2-DIMETHYL-5-(2-PROPYLI
![(3A-ALPHA,4-ALPHA,5E,6A-ALPHA)-(+/-)-5-[[[3-HYDROXY-2-(HYDROXYMETHYL)-2-METHYLPROPYLOXY]-CARBONYL]-METHYL]-6-[TETRAHYDRO-2,2-DIMETHYL-5-(2-PROPYLI](/api/compound/KkamNJJDAiB.png?h=300&w=458 "(3A-ALPHA,4-ALPHA,5E,6A-ALPHA)-(+/-)-5-[[[3-HYDROXY-2-(HYDROXYMETHYL)-2-METHYLPROPYLOXY]-CARBONYL]-METHYL]-6-[TETRAHYDRO-2,2-DIMETHYL-5-(2-PROPYLI")
Compound 27 (3A-ALPHA,4-ALPHA,5E,6A-ALPHA)-(+/-)-5-[[(HYDROXYAMINO)-CARBONYL]-METHYL]-6-[TETRAHYDRO-2,2-DIMETHYL-5-(2-PROPYLIDENE)-4H-1,3-CYCLOPENTA-1,3-DIOXO
![(3A-ALPHA,4-ALPHA,5E,6A-ALPHA)-(+/-)-5-[[(HYDROXYAMINO)-CARBONYL]-METHYL]-6-[TETRAHYDRO-2,2-DIMETHYL-5-(2-PROPYLIDENE)-4H-1,3-CYCLOPENTA-1,3-DIOXO](/api/compound/1DEgGyb7cl6.png?h=300&w=458 "(3A-ALPHA,4-ALPHA,5E,6A-ALPHA)-(+/-)-5-[[(HYDROXYAMINO)-CARBONYL]-METHYL]-6-[TETRAHYDRO-2,2-DIMETHYL-5-(2-PROPYLIDENE)-4H-1,3-CYCLOPENTA-1,3-DIOXO")
Compound 28AC (3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-3A,10,15B,15C-TETRAHYDRO-2,2-DIMETHYL-7H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-[3]
![(3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-3A,10,15B,15C-TETRAHYDRO-2,2-DIMETHYL-7H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-[3]](/api/compound/IreJ5bZLJk0.png?h=300&w=458 "(3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-3A,10,15B,15C-TETRAHYDRO-2,2-DIMETHYL-7H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-[3]")
Compound 28AT (3A-ALPHA,4AR*,15B-BETA,15C-ALPHA)-(+/-)-3A,10,15B,15C-TETRAHYDRO-2,2-DIMETHYL-7H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-[3]
![(3A-ALPHA,4AR*,15B-BETA,15C-ALPHA)-(+/-)-3A,10,15B,15C-TETRAHYDRO-2,2-DIMETHYL-7H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-[3]](/api/compound/3JJ7TobKq7l.png?h=300&w=458 "(3A-ALPHA,4AR*,15B-BETA,15C-ALPHA)-(+/-)-3A,10,15B,15C-TETRAHYDRO-2,2-DIMETHYL-7H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-[3]")
Compound 29AC (3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-
![(3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-](/api/compound/6mQivnhMXzU.png?h=300&w=458 "(3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-")
Compound 29AT (3A-ALPHA,4AR*,15B-BETA,15C-ALPHA)-(+/-)-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-
![(3A-ALPHA,4AR*,15B-BETA,15C-ALPHA)-(+/-)-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-](/api/compound/FRGutRshAK9.png?h=300&w=458 "(3A-ALPHA,4AR*,15B-BETA,15C-ALPHA)-(+/-)-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-A]-")
Compound 30AC (3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2
![(3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2](/api/compound/73tYg5I3Gbh.png?h=300&w=458 "(3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2")
Compound 30AT (3A-ALPHA,4AR*,15B-BETA,15C-ALPHA)-(+/-)-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2
![(3A-ALPHA,4AR*,15B-BETA,15C-ALPHA)-(+/-)-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2](/api/compound/G8V30W5FOaO.png?h=300&w=458 "(3A-ALPHA,4AR*,15B-BETA,15C-ALPHA)-(+/-)-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2")
Compound 31AC (1A-ALPHA,2-ALPHA,3AS*,14B-ALPHA)-(+/-)-1,2,3,5,6,8,9,14B-OCTAHYDRO-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPINE-1,2-
![(1A-ALPHA,2-ALPHA,3AS*,14B-ALPHA)-(+/-)-1,2,3,5,6,8,9,14B-OCTAHYDRO-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPINE-1,2-](/api/compound/EPc7OORlVpG.png?h=300&w=458 "(1A-ALPHA,2-ALPHA,3AS*,14B-ALPHA)-(+/-)-1,2,3,5,6,8,9,14B-OCTAHYDRO-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPINE-1,2-")
Compound 31AT (1-ALPHA,2-ALPHA,3R*,14B-ALPHA)-(+/-)-1,2,3,5,6,8,9,14B-OCTAHYDRO-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPINE-1,2-DI
![(1-ALPHA,2-ALPHA,3R*,14B-ALPHA)-(+/-)-1,2,3,5,6,8,9,14B-OCTAHYDRO-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPINE-1,2-DI](/api/compound/LgF12BTgrKR.png?h=300&w=458 "(1-ALPHA,2-ALPHA,3R*,14B-ALPHA)-(+/-)-1,2,3,5,6,8,9,14B-OCTAHYDRO-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPINE-1,2-DI")
Compound 32 (+/-)-CEPHALOTAXINONE
Compound 33-ALPHA (3A-ALPHA,4AS*,10-ALPHA,15B-BETA,15C-ALPHA)-(+/-)-10-PHENYLTHIO-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXO
![(3A-ALPHA,4AS*,10-ALPHA,15B-BETA,15C-ALPHA)-(+/-)-10-PHENYLTHIO-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXO](/api/compound/6MgftWrf0Sy.png?h=300&w=458 "(3A-ALPHA,4AS*,10-ALPHA,15B-BETA,15C-ALPHA)-(+/-)-10-PHENYLTHIO-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXO")
Compound 33-BETA (3A-ALPHA,4AS*,10-BETA,15B-BETA,15C-ALPHA)-(+/-)-10-PHENYLTHIO-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-
![(3A-ALPHA,4AS*,10-BETA,15B-BETA,15C-ALPHA)-(+/-)-10-PHENYLTHIO-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-](/api/compound/8cVCh9jwZ70.png?h=300&w=458 "(3A-ALPHA,4AS*,10-BETA,15B-BETA,15C-ALPHA)-(+/-)-10-PHENYLTHIO-3A,6,7,10,15B,15C-HEXAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-")
Compound 35 (3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-10-OXO-3A,6,7,15B,15C-PENTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-
![(3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-10-OXO-3A,6,7,15B,15C-PENTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-](/api/compound/ASxngYgZrPw.png?h=300&w=458 "(3A-ALPHA,4AS*,15B-BETA,15C-ALPHA)-(+/-)-10-OXO-3A,6,7,15B,15C-PENTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO-[4,5]-CYCLOPENTA-[1,2-")
Compound 36-ALPHA (3A-ALPHA,4AS*,10-ALPHA,15B-BETA,15C-ALPHA)-(+/-)-10-HYDROXY-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXO
![(3A-ALPHA,4AS*,10-ALPHA,15B-BETA,15C-ALPHA)-(+/-)-10-HYDROXY-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXO](/api/compound/7oSFXXK4xFr.png?h=300&w=458 "(3A-ALPHA,4AS*,10-ALPHA,15B-BETA,15C-ALPHA)-(+/-)-10-HYDROXY-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXO")
Compound 36-BETA (3A-ALPHA,4AS*,10-BETA,15B-BETA,15C-ALPHA)-(+/-)-10-HYDROXY-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO
![(3A-ALPHA,4AS*,10-BETA,15B-BETA,15C-ALPHA)-(+/-)-10-HYDROXY-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO](/api/compound/KKyT0egreMI.png?h=300&w=458 "(3A-ALPHA,4AS*,10-BETA,15B-BETA,15C-ALPHA)-(+/-)-10-HYDROXY-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO")
Compound 37-BETA (3A-ALPHA,4S*,10-BETA,15B-BETA,15C-ALPHA)-(+/-)-10-ACETOXY-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO
![(3A-ALPHA,4S*,10-BETA,15B-BETA,15C-ALPHA)-(+/-)-10-ACETOXY-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO](/api/compound/BmK4Ly0Dyn.png?h=300&w=458 "(3A-ALPHA,4S*,10-BETA,15B-BETA,15C-ALPHA)-(+/-)-10-ACETOXY-3A,4,6,7,9,10,15B,15C-OCTAHYDRO-2,2-DIMETHYL-5H-[1,3]-DIOXOLO-[4,5-H]-1,3-DIOXOLO")
Compound 38 (1A-ALPHA,2-ALPHA,3AS*,9-BETA,14B-ALPHA)-(+/-)-9-ACETOXY-1,2,3,5,6,8,9,14B-OCTAHYDRO-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-B
![(1A-ALPHA,2-ALPHA,3AS*,9-BETA,14B-ALPHA)-(+/-)-9-ACETOXY-1,2,3,5,6,8,9,14B-OCTAHYDRO-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-B](/api/compound/GOM9DxTTf58.png?h=300&w=458 "(1A-ALPHA,2-ALPHA,3AS*,9-BETA,14B-ALPHA)-(+/-)-9-ACETOXY-1,2,3,5,6,8,9,14B-OCTAHYDRO-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-B")
Compound 39 (3AS*,9-BETA)-(+/-)-9-ACETOXY-5,6,8,9-TETRAHYDRO-1-HYDROXY-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPIN-2(3H)-ONE
![(3AS*,9-BETA)-(+/-)-9-ACETOXY-5,6,8,9-TETRAHYDRO-1-HYDROXY-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPIN-2(3H)-ONE](/api/compound/77snjiRnCpx.png?h=300&w=458 "(3AS*,9-BETA)-(+/-)-9-ACETOXY-5,6,8,9-TETRAHYDRO-1-HYDROXY-4H-CYCLOPENTA-[A]-[1,3]-DIOXOLO-[4,5-H]-PYRROLO-[2,1-B]-[3]-BENZAZEPIN-2(3H)-ONE")
Compound 41 (3AS*,9-BETA)-(+/-)-9-ACETOXYCEPHALOTAXIN-1-ONE
II-OH
Citation
| Citation | J.AM.CHEM.SOC.,112,9601(1990) |
|---|---|
| Journal | Journal of the American Chemical Society |
| Issue | 26 |
| Volume | 112 |
| Page(s) | 9601-9613 |
| Year | 1990 |
| Author(s) | T. P. Burkholder, Phillip L. Fuchs |
| Publisher | American Chemical Society (ACS) |
| DOI | 10.1021/ja00182a019 |