4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)furan-2-carbaldehyde ethylene acetal

Base Information

• Chemical Name: 4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)furan-2-carbaldehyde ethylene acetal
• CAS No.: 83911-55-1
• Molecular Formula: C₃₃H₄₂O₄
• Molecular Weight: 502.694
• Mol file: 83911-55-1.mol

Synonyms:4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)furan-2-carbaldehyde ethylene acetal

Chemical Property of 4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)furan-2-carbaldehyde ethylene acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)furan-2-carbaldehyde ethylene acetal

There total 4 articles about 4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)furan-2-carbaldehyde ethylene acetal 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: 92.0%

4-((3S,5R,8R,9S,10S,13R,14S,17R)-3,14-Bis-benzyloxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-furan-2-carbaldehyde (82375-15-3) → 4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)furan-2-carbaldehyde ethylene acetal (83911-55-1)

Guidance literature:

With toluene-4-sulfonic acid; In benzene;

DOI:10.1139/v82-309

Reference yield: 85.0%

4-(3'β-benzyloxy-15'β-hydroxy-5'β-androstan-17'β-yl)furan-2-carbaldehyde ethylene acetal (84693-13-0) → 4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)furan-2-carbaldehyde ethylene acetal (83911-55-1)

Guidance literature:

With thionyl chloride; In pyridine; 1.) 30 min, ice-bath; 2.) 30 min, r. t.;

DOI:10.1002/hlca.19830660831

Reference yield:

4-(3'β-benzyloxy-15'β-hydroxy-5'β-androst-16'-en-17'-yl)furan-2-carbaldehyde ethylene acetal (84700-10-7) → 4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)furan-2-carbaldehyde ethylene acetal (83911-55-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92.5 percent / H₂ / Pd/CaCO₃ / ethanol

2: 85 percent / mesyl chloride / pyridine

With hydrogen; methanesulfonyl chloride; Lindlar's catalyst; In pyridine; ethanol;

DOI:10.1039/c39820001213

upstream raw materials:

4-((3S,5R,8R,9S,10S,13R,14S,17R)-3,14-Bis-benzyloxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-furan-2-carbaldehyde

4-(3'β-benzyloxy-15'β-hydroxy-5'β-androstan-17'β-yl)furan-2-carbaldehyde ethylene acetal

4-(3'β-benzyloxy-15'β-hydroxy-5'β-androst-16'-en-17'-yl)furan-2-carbaldehyde ethylene acetal

Downstream raw materials:

4-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)2,5-dihydroxy-3-pentanal ethylene acetal

5-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)-3,6-dihydro-2H-pyran-2,3-diol

5-(3'β-benzyloxy-5'β-androst-14'-en-17'β-yl)-2H-pyran-2-one

5-(3'β-benzyloxy-14'-hydroxy-5'β,14'β-androstan-17'β-yl)-2H-pyran-2-one