22α-Ethyl-15,16-dimethoxy-4,25-secoobscurinervan-4β-ol

Base Information

• Chemical Name: 22α-Ethyl-15,16-dimethoxy-4,25-secoobscurinervan-4β-ol
• CAS No.: 54658-11-6
• Molecular Formula: C25H36N2O5
• Molecular Weight: 444.56
• Mol file: 54658-11-6.mol

Synonyms:22α-Ethyl-15,16-dimethoxy-4,25-secoobscurinervan-4β-ol;Dihydroobscurinervinediol

Chemical Property of 22α-Ethyl-15,16-dimethoxy-4,25-secoobscurinervan-4β-ol

Chemical Property:

• PSA: 74.63000
• LogP: 2.30560

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 22α-Ethyl-15,16-dimethoxy-4,25-secoobscurinervan-4β-ol

There total 2 articles about 22α-Ethyl-15,16-dimethoxy-4,25-secoobscurinervan-4β-ol 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:

obscurinervine (7097-00-9) → 5'α-ethyl-15,16-dimethoxy-5',6'-dihydro-[1,4]oxazino[4',3',2':1,18,17]aspidospermidine-4β,21-diol (54658-11-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / ethyl acetate

2: LiAlH₄ / diethyl ether / Heating

With lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal; In diethyl ether; ethyl acetate;

DOI:10.1021/ja01066a031

Reference yield:

obscurinervine (7097-01-0) → 5'α-ethyl-15,16-dimethoxy-5',6'-dihydro-[1,4]oxazino[4',3',2':1,18,17]aspidospermidine-4β,21-diol (54658-11-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; Heating;

DOI:10.1021/ja01066a031

Reference yield:

5'α-ethyl-15,16-dimethoxy-5',6'-dihydro-[1,4]oxazino[4',3',2':1,18,17]aspidospermidine-4β,21-diol (54658-11-6) → 5'α-ethyl-15,16-dimethoxy-21-(toluene-4-sulfonyloxy)-5',6'-dihydro-[1,4]oxazino[4',3',2':1,18,17]aspidospermidine

Guidance literature:

Multi-step reaction with 3 steps

1: benzene / 1 h / 0 °C

2: (i) DCC, DMSO, H₃PO₄, (ii) N₂H₄, diethylene glycol, nBuOH, (iii) KOH, (heating)

3: Py / 14 h / Ambient temperature

With pyridine; In benzene;

DOI:10.1021/ja01066a031

upstream raw materials:

obscurinervine

obscurinervine

Downstream raw materials:

Dihydro-obscurinervindiol-diacetat

21-acetoxy-5'α-ethyl-15,16-dimethoxy-5',6'-dihydro-[1,4]oxazino[4',3',2':1,18,17]aspidospermidin-4β-ol

Dihydro-obscurinervinolon

Dihydro-obscurinervinolon-acetat