21-Deoxy-16-methoxy-22α-methyl-4,25-secoobscurinervan

Base Information

• Chemical Name: 21-Deoxy-16-methoxy-22α-methyl-4,25-secoobscurinervan
• CAS No.: 6872-63-5
• Molecular Formula: C23H32N2O2
• Molecular Weight: 368.51
• Mol file: 6872-63-5.mol

Synonyms:Dihydro-neblininan;dihydroneblininane;

Chemical Property of 21-Deoxy-16-methoxy-22α-methyl-4,25-secoobscurinervan

Chemical Property:

• PSA: 24.94000
• LogP: 3.96370

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 21-Deoxy-16-methoxy-22α-methyl-4,25-secoobscurinervan

There total 6 articles about 21-Deoxy-16-methoxy-22α-methyl-4,25-secoobscurinervan 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:

2-iodo-1-propanol (20967-28-6) + 16-methoxy-aspidospermidin-17-ol → 22-Epi-dihydro-neblininan (6855-59-0,6872-63-5)

Guidance literature:

Multistep reaction; (i) , (ii) 4-bromo-benzylsulfonyl chloride, Py, (iii) aq. NaOH;

DOI:10.1021/ja01066a031

Reference yield:

16-methoxy-22α-methyl-obscurinerv-6-en-21-one (6872-64-6) → Dihydro-neblininan (6872-63-5)

Guidance literature:

Multi-step reaction with 4 steps

1: LiAlH₄ / diethyl ether / 1.5 h / Heating

2: K₂CO₃

3: (i) H₂, Pd-C, (ii) DCC, DMSO, H₃PO₄

4: (i) N₂H₄, diethylene glycol, nBuOH, (ii) KOH (heating), (iii) TsCl, Py, (iv) LiAlH₄

With lithium aluminium tetrahydride; potassium carbonate; In diethyl ether;

DOI:10.1021/ja01066a031

Reference yield:

16-methoxy-5'α-methyl-6,7-didehydro-5',6'-dihydro-[1,4]oxazino[4',3',2':1,18,17]aspidospermidine-4β,21-diol (6872-65-7) → Dihydro-neblininan (6872-63-5)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃

2: (i) H₂, Pd-C, (ii) DCC, DMSO, H₃PO₄

3: (i) N₂H₄, diethylene glycol, nBuOH, (ii) KOH (heating), (iii) TsCl, Py, (iv) LiAlH₄

With potassium carbonate;

DOI:10.1021/ja01066a031

upstream raw materials:

21-acetoxy-16-methoxy-5'α-methyl-5',6'-dihydro-[1,4]oxazino[4',3',2':1,18,17]aspidospermidin-4-one

2-iodo-1-propanol

16-methoxy-5'α-methyl-6,7-didehydro-5',6'-dihydro-[1,4]oxazino[4',3',2':1,18,17]aspidospermidine-4β,21-diol

21-acetoxy-16-methoxy-5'α-methyl-6,7-didehydro-5',6'-dihydro-[1,4]oxazino[4',3',2':1,18,17]aspidospermidin-4β-ol