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

Base Information

• Chemical Name: 4-O-(3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-α-D-glucopyranosyl)-4'-O-benzyloxycarbonyl-4'-O-demethyl-4-epipodophyllotoxin
• CAS No.: 131118-79-1
• Molecular Formula: C₄₇H₄₇NO₁₇
• Molecular Weight: 897.887
• Mol file: 131118-79-1.mol

Synonyms:

Chemical Property of 4-O-(3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-α-D-glucopyranosyl)-4'-O-benzyloxycarbonyl-4'-O-demethyl-4-epipodophyllotoxin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-(3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-α-D-glucopyranosyl)-4'-O-benzyloxycarbonyl-4'-O-demethyl-4-epipodophyllotoxin

There total 10 articles about 4-O-(3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-α-D-glucopyranosyl)-4'-O-benzyloxycarbonyl-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: 72.0%

4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin (23363-33-9) + 3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranose (131118-77-9,131118-78-0) → 4-O-(3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-benzyloxycarbonyl-4'-O-demethyl-4-epipodophyllotoxin (131118-79-1,131177-30-5)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -18 ℃; for 0.5h;

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

Reference yield: 4.5%

4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin (23363-33-9) + 3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-α-D-glucopyranose (131118-77-9,131118-78-0) → 4-O-(3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-benzyloxycarbonyl-4'-O-demethyl-4-epipodophyllotoxin (131118-79-1,131177-30-5) + 4-O-(3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-α-D-glucopyranosyl)-4'-O-benzyloxycarbonyl-4'-O-demethyl-4-epipodophyllotoxin (131118-79-1,131177-30-5)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -18 ℃; for 3h;

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

Reference yield: 4.5%

4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin (23363-33-9) + 3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-α-D-glucopyranose (131118-77-9,131118-78-0) → 4-O-(3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranosyl)-4'-O-benzyloxycarbonyl-4'-O-demethyl-4-epipodophyllotoxin (131118-79-1,131177-30-5) + 4-O-(3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-α-D-glucopyranosyl)-4'-O-benzyloxycarbonyl-4'-O-demethyl-4-epipodophyllotoxin (131118-79-1,131177-30-5)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -18 ℃; for 3h;

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

upstream raw materials:

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

3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-β-D-glucopyranose

3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-α-D-glucopyranose

2-benzyloxycarbonylamino-2-deoxy-4,6-O-ethylidene-D-glucopyranose