26-O-tert-butyldiphenylsilyl-3β-O-(β-D-glucopyranosyl)-(25R)-furost-5-en

Base Information

• Chemical Name: 26-O-tert-butyldiphenylsilyl-3β-O-(β-D-glucopyranosyl)-(25R)-furost-5-en
• CAS No.: 743423-62-3
• Molecular Formula: C₄₉H₇₂O₈Si
• Molecular Weight: 817.191
• Mol file: 743423-62-3.mol

Synonyms:26-O-tert-butyldiphenylsilyl-3β-O-(β-D-glucopyranosyl)-(25R)-furost-5-en

Chemical Property of 26-O-tert-butyldiphenylsilyl-3β-O-(β-D-glucopyranosyl)-(25R)-furost-5-en

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 26-O-tert-butyldiphenylsilyl-3β-O-(β-D-glucopyranosyl)-(25R)-furost-5-en

There total 4 articles about 26-O-tert-butyldiphenylsilyl-3β-O-(β-D-glucopyranosyl)-(25R)-furost-5-en 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: 97.0%

26-O-tert-butyldiphenylsilyl-3β-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(25R)-furost-5-en (743423-61-2) → 26-O-tert-butyldiphenylsilyl-3β-O-(β-D-glucopyranosyl)-(25R)-furost-5-en (743423-62-3)

Guidance literature:

With sodium methylate; In methanol; chloroform; at 20 ℃; for 2h;

DOI:10.1016/j.carres.2004.04.014

Reference yield:

diosgenin (512-04-9) → 26-O-tert-butyldiphenylsilyl-3β-O-(β-D-glucopyranosyl)-(25R)-furost-5-en (743423-62-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / LiAlH₄; AlCl₃ / diethyl ether / 0 - 20 °C

2: 82 percent / imidazole; DMAP / CH₂Cl₂ / 0.33 h / 20 °C

3: 96 percent / TMSOTf / CH₂Cl₂ / 0 - 20 °C

4: 97 percent / NaOMe / methanol; CHCl₃ / 2 h / 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; diethyl ether; dichloromethane; chloroform;

DOI:10.1016/j.carres.2004.04.014

Reference yield:

3β,26-dihydroxy-(25R)-furost-5-en (743423-59-8) → 26-O-tert-butyldiphenylsilyl-3β-O-(β-D-glucopyranosyl)-(25R)-furost-5-en (743423-62-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / imidazole; DMAP / CH₂Cl₂ / 0.33 h / 20 °C

2: 96 percent / TMSOTf / CH₂Cl₂ / 0 - 20 °C

3: 97 percent / NaOMe / methanol; CHCl₃ / 2 h / 20 °C

With 1H-imidazole; dmap; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; dichloromethane; chloroform;

DOI:10.1016/j.carres.2004.04.014

upstream raw materials:

26-O-tert-butyldiphenylsilyl-3β-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(25R)-furost-5-en

diosgenin

3β,26-dihydroxy-(25R)-furost-5-en

26-O-tert-butyldiphenylsilyl-3β-hydroxy-(25R)-furost-5-en

Downstream raw materials:

26-O-tert-butyldiphenylsilyl-3β-O-(3,6-di-O-benzoyl-β-D-glucopyranosyl)-(25R)-furost-5-en