4'-Demethylepipodophyllotoxin supplier

Name
4'-Demethylepipodophyllotoxin
EINECS 613-823-0
CAS No. 6559-91-7
Article Data36
CAS DataBase
Density 1.446 g/cm³
Solubility
Melting Point 246-248 °C
Formula C₂₁H₂₀O₈
Boiling Point 626.5 °C at 760 mmHg
Molecular Weight 400.385
Flash Point 224.4 °C
Transport Information
Appearance White crystalline powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Epipodophyllotoxin,4'-demethyl- (7CI,8CI);Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one,5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-, [5R-(5a,5ab,8aa,9b)]-;(-)-4'-Demethylepipodophyllotoxin;4'-Demethylepipodophyllotoxin;4'-O-demethylepipodophyllotoxin;
PSA 103.68000
LogP 2.10620

Synthetic route

: 518-28-5
podofilox

: 6559-91-7
4'-demethylepipodophyllotoxin

Conditions

Conditions	Yield
With methanesulfonic acid; DL-methionine; trifluoroacetic acid at 40℃; for 0.75h;	93%
Stage #1: podofilox With methanesulfonic acid; sodium iodide In dichloromethane at 0 - 20℃; for 5h; Stage #2: With barium carbonate In water; acetone at 40℃; for 0.5h;	90%
Stage #1: podofilox With 1-(Trimethylsilyl)imidazole In dichloromethane at 0℃; Stage #2: With water; barium carbonate In acetone	79%

: 156350-44-6
Carbonic acid benzyl ester 4-((5R,5aR,8aR)-6,9-dioxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-2,6-dimethoxy-phenyl ester

: 6559-91-7
4'-demethylepipodophyllotoxin

Conditions

Conditions	Yield
With ruthenium(II) chloride; (S)-N2,N2'-bis(pyridin-2-ylmethyl-1,1'-binaphthyl-2,2'-diamine); hydrogen In isopropyl alcohol at 20 - 25℃; under 38002.6 Torr; for 18h;	89%

: 16477-16-0
4'-O-demethyl-4β-bromo-4-desoxypodophyllotoxin

: 6559-91-7
4'-demethylepipodophyllotoxin

Conditions

Conditions	Yield
With water; barium carbonate In acetone at 40℃; for 4h;	71%
With barium carbonate In water; acetone for 1h; Heating;	52%

: 64-19-7
acetic acid

: 518-28-5
podofilox

A: 6559-91-7
4'-demethylepipodophyllotoxin

B: 102306-96-7
4'-demethyl-β-apopicropodophyllotoxin

C: 102306-95-6
4'-demethyl-1-O-ethyl-1-epipodophyllotoxin

D: 4375-07-9
epipodophyllotoxin

Conditions

Conditions	Yield
With hydrogen bromide 1.) 15 min, 2.) RT, 20 h; Multistep reaction. Further byproducts given;

...Expand

: 64-19-7
acetic acid

: 518-28-5
podofilox

A: 6559-91-7
4'-demethylepipodophyllotoxin

B: 102306-96-7
4'-demethyl-β-apopicropodophyllotoxin

C: 102306-97-8
3',4'-didemethylepipodophyllotoxin

D: 4375-07-9
epipodophyllotoxin

Conditions

Conditions	Yield
With hydrogen bromide 1.) 15 min, 2.) RT, 20 h; Multistep reaction. Further byproducts given;

...Expand

: 33419-42-0
etoposide

: 6559-91-7
4'-demethylepipodophyllotoxin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium iodide; chloro-trimethyl-silane / acetonitrile / 0 °C 2: water; barium carbonate / acetone / 20 °C View Scheme

: 134-96-3
syringic aldehyde

: 6559-91-7
4'-demethylepipodophyllotoxin

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: sodium hydroxide / tetrahydrofuran / 25 - 30 °C 2.1: lithium diisopropyl amide / tetrahydrofuran / 3 h / -20 - -15 °C / Inert atmosphere 3.1: iron(III) chloride / dichloromethane / 1 h / 18 - 22 °C 4.1: triethylamine / dichloromethane / 1 h / -2 - 2 °C 5.1: palladium diacetate; triphenylphosphine; potassium carbonate / acetonitrile / 20 h / 75 - 85 °C 6.1: pyridine; ozone / dichloromethane; methanol / 5 h / -25 - -15 °C 6.2: 4 h / 20 °C / Inert atmosphere 7.1: (S)-N2,N2'-bis(pyridin-2-ylmethyl-1,1'-binaphthyl-2,2'-diamine); ruthenium(II) chloride; hydrogen / isopropyl alcohol / 18 h / 20 - 25 °C / 38002.6 Torr View Scheme

Yield

Multi-step reaction with 7 steps
1.1: sodium hydroxide / tetrahydrofuran / 25 - 30 °C
2.1: lithium diisopropyl amide / tetrahydrofuran / 3 h / -20 - -15 °C / Inert atmosphere
3.1: iron(III) chloride / dichloromethane / 1 h / 18 - 22 °C
4.1: triethylamine / dichloromethane / 1 h / -2 - 2 °C
5.1: palladium diacetate; triphenylphosphine; potassium carbonate / acetonitrile / 20 h / 75 - 85 °C
6.1: pyridine; ozone / dichloromethane; methanol / 5 h / -25 - -15 °C
6.2: 4 h / 20 °C / Inert atmosphere
7.1: (S)-N2,N2'-bis(pyridin-2-ylmethyl-1,1'-binaphthyl-2,2'-diamine); ruthenium(II) chloride; hydrogen / isopropyl alcohol / 18 h / 20 - 25 °C / 38002.6 Torr
View Scheme

: C17H16O6

: 6559-91-7
4'-demethylepipodophyllotoxin

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: lithium diisopropyl amide / tetrahydrofuran / 3 h / -20 - -15 °C / Inert atmosphere 2.1: iron(III) chloride / dichloromethane / 1 h / 18 - 22 °C 3.1: triethylamine / dichloromethane / 1 h / -2 - 2 °C 4.1: palladium diacetate; triphenylphosphine; potassium carbonate / acetonitrile / 20 h / 75 - 85 °C 5.1: pyridine; ozone / dichloromethane; methanol / 5 h / -25 - -15 °C 5.2: 4 h / 20 °C / Inert atmosphere 6.1: (S)-N2,N2'-bis(pyridin-2-ylmethyl-1,1'-binaphthyl-2,2'-diamine); ruthenium(II) chloride; hydrogen / isopropyl alcohol / 18 h / 20 - 25 °C / 38002.6 Torr View Scheme

Yield

Multi-step reaction with 6 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 3 h / -20 - -15 °C / Inert atmosphere
2.1: iron(III) chloride / dichloromethane / 1 h / 18 - 22 °C
3.1: triethylamine / dichloromethane / 1 h / -2 - 2 °C
4.1: palladium diacetate; triphenylphosphine; potassium carbonate / acetonitrile / 20 h / 75 - 85 °C
5.1: pyridine; ozone / dichloromethane; methanol / 5 h / -25 - -15 °C
5.2: 4 h / 20 °C / Inert atmosphere
6.1: (S)-N2,N2'-bis(pyridin-2-ylmethyl-1,1'-binaphthyl-2,2'-diamine); ruthenium(II) chloride; hydrogen / isopropyl alcohol / 18 h / 20 - 25 °C / 38002.6 Torr
View Scheme

: C23H24O8

: 6559-91-7
4'-demethylepipodophyllotoxin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: iron(III) chloride / dichloromethane / 1 h / 18 - 22 °C 2.1: triethylamine / dichloromethane / 1 h / -2 - 2 °C 3.1: palladium diacetate; triphenylphosphine; potassium carbonate / acetonitrile / 20 h / 75 - 85 °C 4.1: pyridine; ozone / dichloromethane; methanol / 5 h / -25 - -15 °C 4.2: 4 h / 20 °C / Inert atmosphere 5.1: (S)-N2,N2'-bis(pyridin-2-ylmethyl-1,1'-binaphthyl-2,2'-diamine); ruthenium(II) chloride; hydrogen / isopropyl alcohol / 18 h / 20 - 25 °C / 38002.6 Torr View Scheme

Yield

Multi-step reaction with 5 steps
1.1: iron(III) chloride / dichloromethane / 1 h / 18 - 22 °C
2.1: triethylamine / dichloromethane / 1 h / -2 - 2 °C
3.1: palladium diacetate; triphenylphosphine; potassium carbonate / acetonitrile / 20 h / 75 - 85 °C
4.1: pyridine; ozone / dichloromethane; methanol / 5 h / -25 - -15 °C
4.2: 4 h / 20 °C / Inert atmosphere
5.1: (S)-N2,N2'-bis(pyridin-2-ylmethyl-1,1'-binaphthyl-2,2'-diamine); ruthenium(II) chloride; hydrogen / isopropyl alcohol / 18 h / 20 - 25 °C / 38002.6 Torr
View Scheme

: C30H28O10

: 6559-91-7
4'-demethylepipodophyllotoxin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: triethylamine / dichloromethane / 1 h / -2 - 2 °C 2.1: palladium diacetate; triphenylphosphine; potassium carbonate / acetonitrile / 20 h / 75 - 85 °C 3.1: pyridine; ozone / dichloromethane; methanol / 5 h / -25 - -15 °C 3.2: 4 h / 20 °C / Inert atmosphere 4.1: (S)-N2,N2'-bis(pyridin-2-ylmethyl-1,1'-binaphthyl-2,2'-diamine); ruthenium(II) chloride; hydrogen / isopropyl alcohol / 18 h / 20 - 25 °C / 38002.6 Torr View Scheme

Yield

Multi-step reaction with 4 steps
1.1: triethylamine / dichloromethane / 1 h / -2 - 2 °C
2.1: palladium diacetate; triphenylphosphine; potassium carbonate / acetonitrile / 20 h / 75 - 85 °C
3.1: pyridine; ozone / dichloromethane; methanol / 5 h / -25 - -15 °C
3.2: 4 h / 20 °C / Inert atmosphere
4.1: (S)-N2,N2'-bis(pyridin-2-ylmethyl-1,1'-binaphthyl-2,2'-diamine); ruthenium(II) chloride; hydrogen / isopropyl alcohol / 18 h / 20 - 25 °C / 38002.6 Torr
View Scheme

: C31H27F3O12S

: 6559-91-7
4'-demethylepipodophyllotoxin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: palladium diacetate; triphenylphosphine; potassium carbonate / acetonitrile / 20 h / 75 - 85 °C 2.1: pyridine; ozone / dichloromethane; methanol / 5 h / -25 - -15 °C 2.2: 4 h / 20 °C / Inert atmosphere 3.1: (S)-N2,N2'-bis(pyridin-2-ylmethyl-1,1'-binaphthyl-2,2'-diamine); ruthenium(II) chloride; hydrogen / isopropyl alcohol / 18 h / 20 - 25 °C / 38002.6 Torr View Scheme

Yield

Multi-step reaction with 3 steps
1.1: palladium diacetate; triphenylphosphine; potassium carbonate / acetonitrile / 20 h / 75 - 85 °C
2.1: pyridine; ozone / dichloromethane; methanol / 5 h / -25 - -15 °C
2.2: 4 h / 20 °C / Inert atmosphere
3.1: (S)-N2,N2'-bis(pyridin-2-ylmethyl-1,1'-binaphthyl-2,2'-diamine); ruthenium(II) chloride; hydrogen / isopropyl alcohol / 18 h / 20 - 25 °C / 38002.6 Torr
View Scheme

: 6559-91-7
4'-demethylepipodophyllotoxin

: 117604-05-4
4β-azido-4-deoxy-4′-demethylepipodophyllotoxin

Conditions

Conditions	Yield
With sodium azide; trifluoroacetic acid In chloroform at 20℃;	100%
With sodium azide; trifluoroacetic acid In chloroform for 0.25h;	94%
With sodium azide; trifluoroacetic acid In chloroform at 20℃; Cooling with ice;	91.8%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 18162-48-6
tert-butyldimethylsilyl chloride

: 153230-70-7
4,4'-bis-O-(dimethyl-tert-butylsilyl)-4'-O-demethylepipodophyllotoxin

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 20h;	98%
With 2,6-dimethylpyridine In dichloromethane at 0℃; for 1h;	81%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 64-19-7
acetic acid

: 22823-30-9
4'-demethylepipodophyllotoxin diacetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	98%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 501-53-1
benzyl chloroformate

: 23363-33-9
4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 2h;	97%
With triethylamine In dichloromethane at 0 - 35℃; for 2h;	97%
With triethylamine In dichloromethane at 0 - 35℃; for 2h;	97%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 107-14-2
chloroacetonitrile

: 2-chloro-N-[9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]acetamide

Conditions

Conditions	Yield
sulfuric acid at 20℃; for 3h; Ritter Reaction;	96%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 107-14-2
chloroacetonitrile

: 150059-96-4
4-chloroacetamido-4-deoxy-4'-demethylepipodophyllotoxin

Conditions

Conditions	Yield
With sulfuric acid In isopropyl alcohol at 20℃; for 1h; Inert atmosphere;	96%
With sulfuric acid at 20℃; for 1h; Ritter Reaction;	93%
sulfuric acid at 20℃;	93%
With sulfuric acid Ritter Amidation;
Ritter Amidation;

: 6559-91-7
4'-demethylepipodophyllotoxin

: 802294-64-0
propionic acid

: C27H28O10

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	94%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 107-92-6
butyric acid

: C29H32O10

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	94%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 107-14-2
chloroacetonitrile

: 4-chloroacetamido-4-deoxy-4'-demethylepipodophyllotoxin

Conditions

Conditions	Yield
With sulfuric acid at 20℃;	93%

: 59-67-6
nicotinic acid

: 6559-91-7
4'-demethylepipodophyllotoxin

: C33H26N2O10

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	92%

: 55-22-1
pyridine-4-carboxylic acid

: 6559-91-7
4'-demethylepipodophyllotoxin

: C33H26N2O10

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	92%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 62-23-7
4-nitro-benzoic acid

: C35H26N2O14

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	92%

: 6559-91-7
4'-demethylepipodophyllotoxin

A: 117604-05-4
4β-azido-4-deoxy-4′-demethylepipodophyllotoxin

B: 117507-85-4
4β-azido-4'-dimethyl-4-deoxy-epipodophyllotoxin

Conditions

Conditions	Yield
With tris-(2-chloro-ethyl)-amine; boron trifluoride diethyl etherate In dichloromethane; benzene at -15℃; for 1h;	A 91% B n/a

: 6559-91-7
4'-demethylepipodophyllotoxin

: 17176-77-1
Dibenzyl phosphite

: dibenzyl 4'-demethyl-4-epipodophyllotoxin-4'-phosphate

Conditions

Conditions	Yield
With tetrachloromethane; dmap; N-ethyl-N,N-diisopropylamine In acetonitrile at -10℃;	90%
With dmap; N-ethyl-N,N-diisopropylamine In tetrachloromethane; acetonitrile at -10℃; Inert atmosphere;	90.1%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 102306-96-7
4'-demethyl-β-apopicropodophyllotoxin

Conditions

Conditions	Yield
With sulfuric acid; acetic anhydride for 1h; Heating;	90%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 18162-48-6
tert-butyldimethylsilyl chloride

: 118356-07-3
4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-4-epipodophyllotoxin

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1.5h;	89%
With 1H-imidazole In N,N-dimethyl-formamide for 4.5h;	86%
With 1H-imidazole In tetrahydrofuran	60%

: 59-67-6
nicotinic acid

: 6559-91-7
4'-demethylepipodophyllotoxin

: 888029-90-1
C27H23NO9

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide; dmap In dichloromethane at 20℃; for 2h;	89%

: 98-98-6
2-Picolinic acid

: 6559-91-7
4'-demethylepipodophyllotoxin

: 888029-91-2
C27H23NO9

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide; dmap In dichloromethane at 20℃; for 2h;	89%

: 20826-04-4
5-bromo-3-pyridinecarboxylic acid

: 6559-91-7
4'-demethylepipodophyllotoxin

: 888029-94-5
C27H22BrNO9

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide; dmap In dichloromethane at 20℃; for 2h;	87%

: 2942-59-8
2-chloronicotinic acid

: 6559-91-7
4'-demethylepipodophyllotoxin

: 888029-92-3
C27H22ClNO9

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide; dmap In dichloromethane at 20℃; for 2h;	87%

: 103-82-2
phenylacetic acid

: 6559-91-7
4'-demethylepipodophyllotoxin

: C37H32O10

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	87%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 501-53-1
benzyl chloroformate

: 23412-22-8
4'-benzyloxycarbonyl-4'-demethylpodophyllotoxin

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	85.65%

: 6559-91-7
4'-demethylepipodophyllotoxin

: C10H11N3O2S2

: C31H29N3O9S2

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24.25h; Cooling with ice;	85%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 2-azido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranose

: 3″,4″,6″-tri-O-acetyl-2-azido-deoxy-4′-desmethylepipdophyllotoxin-β-D-glucopyranoside

Conditions

Conditions	Yield
Stage #1: 4'-demethylepipodophyllotoxin With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose In dichloromethane at -20℃; for 2h; Inert atmosphere; Molecular sieve;	85%
Stage #1: 4'-demethylepipodophyllotoxin With boron trifluoride diethyl etherate In dichloromethane at 0℃; Inert atmosphere; Stage #2: 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose In dichloromethane at -5℃; for 4h; Inert atmosphere;

: 55-22-1
pyridine-4-carboxylic acid

: 6559-91-7
4'-demethylepipodophyllotoxin

: 888029-89-8
C27H23NO9

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide; dmap In dichloromethane at 20℃; for 2h;	83%

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 6559-91-7
4'-demethylepipodophyllotoxin

: 888029-93-4
C27H22ClNO9

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide; dmap In dichloromethane at 20℃; for 2h;	83%

: 6559-91-7
4'-demethylepipodophyllotoxin

: 138261-31-1
2'-chloro-4′-demethylepipodophyllotoxin

Conditions

Conditions	Yield
With N-chloro-succinimide In N,N-dimethyl-formamide at 0 - 20℃; for 18h;	82%
With N-chloro-succinimide In N,N-dimethyl-formamide for 3.5h; Ambient temperature;	75%
With N-chloro-succinimide In chloroform at 20℃; for 4h; regioselective reaction;
With N-chloro-succinimide In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;

: 6559-91-7
4'-demethylepipodophyllotoxin

: 501-52-0
3-Phenylpropionic acid

: C39H36O10

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	82%

4'-Demethylepipodophyllotoxin Specification

The CAS registry number of 4'-Demethylepipodophyllotoxin is 6559-91-7. The IUPAC name is (5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one. It belongs to the classes of Miscellaneous Natural Products; Plant Oils, Toxins, Phenolic Acids & Derivatives; Inhibitors. In addition, its molecular formula is C₂₁H₂₀O₈ and the molecular weight is 400.38. Besides, it is off-white solid. And it can be used as a potent inhibitor of microtubule assembly.

Physical properties about this chemical are: (1)ACD/LogP: 0.71; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.71; (4)ACD/LogD (pH 7.4): 0.71; (5)ACD/BCF (pH 5.5): 2.05; (6)ACD/BCF (pH 7.4): 2.04; (7)ACD/KOC (pH 5.5): 58.17; (8)ACD/KOC (pH 7.4): 58; (9)H bond acceptors: 8; (10)H bond donors: 2; (11)Freely Rotating Bonds: 5; (12)Polar Surface Area: 81.68 Å²; (13)Index of Refraction: 1.637; (14)Molar Refractivity: 99.48 cm³; (15)Molar Volume: 276.8 cm³; (16)Polarizability: 39.43×10^-24cm³; (17)Surface Tension: 60.3 dyne/cm; (18)Density: 1.446 g/cm³; (19)Flash Point: 224.4 °C; (20)Enthalpy of Vaporization: 97.48 kJ/mol; (21)Boiling Point: 626.5 °C at 760 mmHg; (22)Vapour Pressure: 1.46E-16 mmHg at 25 °C.

Preparation of 4'-Demethylepipodophyllotoxin: it can be prepared by 1-Brom-1-desoxy-4'-demethyl-epipodophyllotoxin. This reaction will need reagents BaCO₃ and H₂O and solvent acetone. The reaction time is 4 hours at reaction temperature of 40 °C. The yield is about 71%.

4'-Demethylepipodophyllotoxin can be prepared by 1-Brom-1-desoxy-4'-demethyl-epipodophyllotoxin.

Uses of 4'-Demethylepipodophyllotoxin: it can be used to get 2'-chloro-4'-O-demethylepipodophyllotoxin. This reaction will need reagent N-chlorosuccinimide and solvent dimethylformamide. The reaction time is 3.5 hours at ambient temperature. The yield is about 75%.

4'-Demethylepipodophyllotoxin can be used to get 2'-chloro-4'-O-demethylepipodophyllotoxin

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C4OC[C@@H]5[C@H](O)c2cc1OCOc1cc2[C@@H](c3cc(OC)c(O)c(OC)c3)[C@@H]45
(2)InChI: InChI=1/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19+/m0/s1
(3)InChIKey: YVCVYCSAAZQOJI-JHQYFNNDBA

Product Name

4'-Demethylepipodophyllotoxin

Synthetic route

4'-Demethylepipodophyllotoxin Specification

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