Podophyllotoxin, secodeoxy cyclic ether

Base Information

Chemical Name:Podophyllotoxin, secodeoxy cyclic ether
CAS No.:73465-36-8
Molecular Formula:C22H26O6
Molecular Weight:386.4382
Hs Code.:
NSC Number:332040,332039,332038,123428
DSSTox Substance ID:DTXSID50945977
Wikidata:Q105287359
ChEMBL ID:CHEMBL157013

Synonyms:73465-36-8;PODOPHYLLOTOXIN, SECODEOXY CYCLIC ETHER;5-((4-(3,4,5-Trimethoxybenzyl)tetrahydrofuran-3-yl)methyl)benzo[d][1,3]dioxole;Cisburseran;23284-23-3;CHEMBL157013;SCHEMBL10533159;DTXSID50945977;NSC123428;NSC332038;NSC332039;NSC332040;NSC-123428;NSC-332038;NSC-332039;NSC-332040;5-({4-[(3,4,5-Trimethoxyphenyl)methyl]oxolan-3-yl}methyl)-2H-1,3-benzodioxole;73465-38-0

Suppliers and Price of Podophyllotoxin, secodeoxy cyclic ether

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 3 raw suppliers

Chemical Property of Podophyllotoxin, secodeoxy cyclic ether

Chemical Property:

Vapor Pressure:6.54E-10mmHg at 25°C
Boiling Point:507.3°C at 760 mmHg
Flash Point:205°C
Density:1.209g/cm³
XLogP3:4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:386.17293854
Heavy Atom Count:28
Complexity:474

Purity/Quality:: 85.0-99.8% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC1=CC(=CC(=C1OC)OC)CC2COCC2CC3=CC4=C(C=C3)OCO4

Technology Process of Podophyllotoxin, secodeoxy cyclic ether

There total 19 articles about Podophyllotoxin, secodeoxy cyclic ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

: (3R,4R)-4-<3,4-(Methylenedioxy)benzyl>-3-<(3,4,5-trimethoxyphenyl)(phenylthio)methyl>tetrahydrofuran

: 73465-36-8
(-)-(3R,4R)-3-(3,4-methylenedioxybenzyl)-4-(3,4,5-trimethoxybenzyl)tetrahydrofuran

Guidance literature:: W-2 Ra-Ni; In ethanol; for 20h; Heating;
DOI:10.1021/jo00060a037

Reference yield: 72.0%

: 73149-51-6
(-)-Dihydroclusin

: 73465-36-8
(-)-(3R,4R)-3-(3,4-methylenedioxybenzyl)-4-(3,4,5-trimethoxybenzyl)tetrahydrofuran

Guidance literature:: With pyridine; p-toluenesulfonyl chloride; 4 h, room temperature, 3 h, reflux;
DOI:10.1248/cpb.33.4333

Reference yield:

: 61946-94-9
N-hydroxy-benzo[1,3]dioxole-5-carboximidoyl chloride

: 73465-36-8
(-)-(3R,4R)-3-(3,4-methylenedioxybenzyl)-4-(3,4,5-trimethoxybenzyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 7 steps

1: 78 percent / NEt₃ / diethyl ether / 15 h / Ambient temperature

2: 91 percent / H₂, boric acid / W-2 Ra-Ni / methanol; H₂O

3: 1) H₂, conc.H₂SO₄ / 1) 10percent Pd/C / 1) EtOH, r,t., overnight, 2) Lipase PS, 13 h

4: 96 percent / K₂CO₃ / methanol; H₂O

5: 1) MeLi / 1) THF, -78 deg C, 30 min, 2) THF, -78 deg C to r.t., then 3 h

6: 1) n-BuLi / 1) THF, 0 deg C, 30 min, 2) THF, a) 0 deg C, 1-2 h, b) r.t., 17 h

7: 74 percent / W-2 Ra-Ni / ethanol / 20 h / Heating

With n-butyllithium; sulfuric acid; methyllithium; hydrogen; boric acid; potassium carbonate; triethylamine; palladium on activated charcoal; W-2 Ra-Ni; In methanol; diethyl ether; ethanol; water;
DOI:10.1021/jo00060a037