4-O-(3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

Base Information

Chemical Name:4-O-(3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin
CAS No.:189454-47-5
Molecular Formula:C₄₅H₄₅NO₁₅
Molecular Weight:839.85
Hs Code.:

Synonyms:4-O-(3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

Suppliers and Price of 4-O-(3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

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 0 raw suppliers

Chemical Property of 4-O-(3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 4-O-(3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

There total 7 articles about 4-O-(3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin 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:

: 4,6-di-O-acetyl-3-azido-2,3-dideoxy-D-erythro-hexopyranose

: 189454-47-5
4-O-(3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

Guidance literature:: Multi-step reaction with 6 steps

1: 43 percent / imidazole / CH₂Cl₂ / 1.) 0 deg C, 0.5 h, 2.) RT, 18 h

2: 97 percent / sodium methoxide / methanol / 1.5 h / Ambient temperature

3: 85 percent / p-TsOH / acetonitrile / 1 h / Ambient temperature

4: 98 percent / H₂, Et₃N / 10 percent Pd/C / ethyl acetate / 760 Torr

5: 72 percent / Et₃N / CH₂Cl₂ / 3 h

6: 1.) Bu₄NF, 2.) BF₃*Et₂O / 1.) CH₂Cl₂, -20 deg C, 5 min, 2.) CH₂Cl₂, -20 deg C, 1 h

With 1H-imidazole; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jm9800752

Reference yield:

: tert-butyldimethylsilyl 3-azido-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranoside

: 189454-47-5
4-O-(3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / H₂, Et₃N / 10 percent Pd/C / ethyl acetate / 760 Torr

2: 72 percent / Et₃N / CH₂Cl₂ / 3 h

3: 1.) Bu₄NF, 2.) BF₃*Et₂O / 1.) CH₂Cl₂, -20 deg C, 5 min, 2.) CH₂Cl₂, -20 deg C, 1 h

With boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1021/jm9800752

Reference yield:

: 189454-43-1
3-azido-1-O-tert-butyldimethylsilyl-2,3-dideoxy-β-D-arabinohexopyranoside

: 189454-47-5
4-O-(3-aminobenzyloxycarbonyl-2,3-dideoxy-4,6-O-ethylidene-β-D-arabino-hexopyranosyl)-4'-benzyloxycarbonyl-epipodophyllotoxin

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / p-TsOH / acetonitrile / 1 h / Ambient temperature

2: 98 percent / H₂, Et₃N / 10 percent Pd/C / ethyl acetate / 760 Torr

3: 72 percent / Et₃N / CH₂Cl₂ / 3 h

4: 1.) Bu₄NF, 2.) BF₃*Et₂O / 1.) CH₂Cl₂, -20 deg C, 5 min, 2.) CH₂Cl₂, -20 deg C, 1 h

With boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jm9800752