methyl (5β,8α,9β,10α,12α,15β)-15-hydroxy-17-{[(4-methylphenyl)sulfonyl]oxy}atisan-18-oate

Base Information

• Chemical Name: methyl (5β,8α,9β,10α,12α,15β)-15-hydroxy-17-{[(4-methylphenyl)sulfonyl]oxy}atisan-18-oate
• CAS No.: 474642-81-4
• Molecular Formula: C₂₈H₄₀O₆S
• Molecular Weight: 504.688
• Mol file: 474642-81-4.mol

Synonyms:methyl (5β,8α,9β,10α,12α,15β)-15-hydroxy-17-{[(4-methylphenyl)sulfonyl]oxy}atisan-18-oate

Chemical Property of methyl (5β,8α,9β,10α,12α,15β)-15-hydroxy-17-{[(4-methylphenyl)sulfonyl]oxy}atisan-18-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (5β,8α,9β,10α,12α,15β)-15-hydroxy-17-{[(4-methylphenyl)sulfonyl]oxy}atisan-18-oate

There total 3 articles about methyl (5β,8α,9β,10α,12α,15β)-15-hydroxy-17-{[(4-methylphenyl)sulfonyl]oxy}atisan-18-oate 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: 67.0%

p-toluenesulfonyl chloride (98-59-9) + methyl (5β,8α,9β,10α,12α,15β)-15,17-dihydroxyatisan-18-oate (440644-03-1) → methyl (5β,8α,9β,10α,12α,15β)-15-hydroxy-17-{[(4-methylphenyl)sulfonyl]oxy}atisan-18-oate (474642-81-4)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 17h;

DOI:10.1016/j.bmc.2007.07.037

Reference yield:

methyl (5β,8α,9β,10α,12α)-17-hydroxy-15-oxoatisan-18-oate (450359-97-4) → methyl (5β,8α,9β,10α,12α,15β)-15-hydroxy-17-{[(4-methylphenyl)sulfonyl]oxy}atisan-18-oate (474642-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tris(acetoxy)borohydride / acetic acid; acetonitrile / 5 h / 0 °C

2: dmap / pyridine / 17 h / 0 - 20 °C

With dmap; sodium tris(acetoxy)borohydride; In pyridine; acetic acid; acetonitrile;

Reference yield:

methyl (5β,8α,9β,10α,12α,15α)-15,17-dihydroxyatisan-18-oate (440644-02-0) → methyl (5β,8α,9β,10α,12α,15β)-15-hydroxy-17-{[(4-methylphenyl)sulfonyl]oxy}atisan-18-oate (474642-81-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium bromate; sodium hydrogensulfite / water; acetonitrile / 2 h / 0 - 20 °C

2: sodium tris(acetoxy)borohydride / acetic acid; acetonitrile / 5 h / 0 °C

3: dmap / pyridine / 17 h / 0 - 20 °C

With dmap; sodium bromate; sodium tris(acetoxy)borohydride; sodium hydrogensulfite; In pyridine; water; acetic acid; acetonitrile;

upstream raw materials:

p-toluenesulfonyl chloride

methyl (5β,8α,9β,10α,12α,15β)-15,17-dihydroxyatisan-18-oate

methyl (5β,8α,9β,10α,12α)-17-hydroxy-15-oxoatisan-18-oate

methyl (5β,8α,9β,10α,12α,15α)-15,17-dihydroxyatisan-18-oate