4-O-(2-amino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-4-epipodophyllotoxin

Base Information

• Chemical Name: 4-O-(2-amino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-4-epipodophyllotoxin
• CAS No.: 105656-01-7
• Molecular Formula: C₂₉H₃₃NO₁₂
• Molecular Weight: 587.581
• Mol file: 105656-01-7.mol

Synonyms:4-O-(2-amino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-4-epipodophyllotoxin

Chemical Property of 4-O-(2-amino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-4-epipodophyllotoxin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-(2-amino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-4-epipodophyllotoxin

There total 22 articles about 4-O-(2-amino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-4-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: 90.0%

4'-O-benzyloxycarbonyl-4-O-(2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-4-epipodophyllotoxin (111275-60-6,111322-26-0,131177-33-8,131177-34-9) → 4-O-(2-amino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-4-epipodophyllotoxin (105656-01-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h; under 735.5 Torr;

DOI:10.1016/0008-6215(90)80062-8

Reference yield: 90.0%

4'-O-benzyloxycarbonyl-4-O-(2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-α-D-glucopyranosyl)-4'-O-demethyl-4-epipodophyllotoxin (111275-60-6,111322-26-0,131177-33-8,131177-34-9) → 4-O-(2-amino-2-deoxy-4,6-O-ethylidene-α-D-glucopyranosyl)-4'-O-demethyl-4-epipodophyllotoxin (105656-01-7,111322-27-1,112146-42-6,112246-51-2,112317-52-9,112318-79-3,134623-83-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h; under 735.5 Torr;

DOI:10.1016/0008-6215(90)80062-8

Reference yield: 75.0%

1-O-(2-benzyloxycarbonylamino-2-deoxy-4:6-O-ethylidene-β-D-glucopyranosyl)-4'-O-benzyloxycarbonyl-4'-O-demethyl-1-epipodophyllotoxin (111275-60-6,111322-26-0,131177-33-8,131177-34-9) → 1-O-(2-amino-2-deoxy-4:6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-1-epipodophyllotoxin (105656-01-7,111322-27-1,112146-42-6,112246-51-2,112317-52-9,112318-79-3,134623-83-9)

Guidance literature:

With hydrogen; palladium; In methanol; ethyl acetate; for 8h;

DOI:10.1248/cpb.34.3733

upstream raw materials:

4'-O-benzyloxycarbonyl-4-O-(2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-4-epipodophyllotoxin

4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin

4'-O-benzyloxycarbonyl-4-O-(2-benzyloxycarbonylamino-3-O-chloroacetyl-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-4-epipodophyllotoxin

2-benzyloxycarbonylamino-3-O-chloroacetyl-2-deoxy-4,6-O-ethylidene-αβ-D-glucopyranose

Downstream raw materials:

4'-O-demethyl-4-O-(2-deoxy-2-dimethylamino-4,6-O-ethylidene-β-D-glucopyranosyl)-4-epipodophyllotoxin

4'-O-demethyl-4-O-(2-deoxy-2-dimethylamino-4,6-O-ethylidene-α-D-glucopyranosyl)-4-epipodophyllotoxin

1-O-(2-dimethylamino-2-deoxy-4:6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-1-epipodophyllotoxin

1-O-(2-chloroethylamino-2-deoxy-4:6-O-ethylidene-β-D-glucopyranosyl)-4'-O-demethyl-1-epipodophyllotoxin