epi-deoxyharringtonine

Base Information

• Chemical Name: epi-deoxyharringtonine
• CAS No.: 52729-50-7
• Molecular Formula: C₂₈H₃₇NO₈
• Molecular Weight: 515.604
• Mol file: 52729-50-7.mol

Synonyms:

Chemical Property of epi-deoxyharringtonine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of epi-deoxyharringtonine

There total 6 articles about epi-deoxyharringtonine 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:

C25H31NO6 + ketene t-butyldimethylsilyl methyl acetal (77086-38-5) → epi-deoxyharringtonine (52729-50-7) + deoxyharringtonine (36804-95-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -60 ℃; for 12h; Temperature; Overall yield = 95 %; diastereoselective reaction;

DOI:10.1021/acs.orglett.7b00743

Reference yield:

[(1-methoxyvinyl)oxy]trimethylsilane (36850-80-3) + C25H31NO6 → epi-deoxyharringtonine (52729-50-7) + deoxyharringtonine (36804-95-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 12h; Overall yield = 60 %; diastereoselective reaction;

DOI:10.1021/acs.orglett.7b00743

Reference yield:

cephalotaxine (24316-19-6) → epi-deoxyharringtonine (52729-50-7) + deoxyharringtonine (36804-95-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,4,6-trichlorobenzoyl chloride; pyridine; dmap / dichloromethane / 4 h / 0 °C

2: boron trifluoride diethyl etherate / dichloromethane / 12 h / -20 °C

With pyridine; dmap; 2,4,6-trichlorobenzoyl chloride; boron trifluoride diethyl etherate; In dichloromethane; 2: |Mukaiyama Aldol Addition;

DOI:10.1021/acs.orglett.7b00743

upstream raw materials:

cephalotaxine

[(1-methoxyvinyl)oxy]trimethylsilane

ketene t-butyldimethylsilyl methyl acetal

5-methyl-2-oxo-hexanoic acid