(?)-spiroleucettadine

Base Information

• Chemical Name: (?)-spiroleucettadine
• CAS No.: 813460-81-0
• Molecular Formula: C₂₀H₂₃N₃O₄
• Molecular Weight: 369.42
• Mol file: 813460-81-0.mol

Synonyms:(?)-spiroleucettadine

Chemical Property of (?)-spiroleucettadine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (?)-spiroleucettadine

There total 15 articles about (?)-spiroleucettadine 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: 92.0%

(?)-desmethylamino-5-acetoxy-spiroleucettadine + methylamine hydrochloride (593-51-1) → (?)-spiroleucettadine (813460-81-0)

Guidance literature:

With triethylamine; In tetrahydrofuran;

Reference yield:

tert-butyl (S)-{3-[4-(benzyloxy)phenyl]-1-[methoxy(methyl)amino]-1-oxo-propan-2-yl}carbamate (126410-45-5) → (?)-spiroleucettadine (813460-81-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 0 - 20 °C

2.1: 5%-palladium/activated carbon; hydrogen / methanol; ethyl acetate

3.1: dichloromethane / 0 °C

4.1: triethylamine / tetrahydrofuran / 20 °C

4.2: 0.25 h / 0 °C

5.1: fluorobenzene / 60 °C

6.1: triethylamine / tetrahydrofuran

With 5%-palladium/activated carbon; hydrogen; triethylamine; In tetrahydrofuran; methanol; fluorobenzene; dichloromethane; ethyl acetate;

DOI:10.1002/anie.201708110

Reference yield:

C29H33NO5 → (?)-spiroleucettadine (813460-81-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 5%-palladium/activated carbon; hydrogen / methanol; ethyl acetate

2.1: dichloromethane / 0 °C

3.1: triethylamine / tetrahydrofuran / 20 °C

3.2: 0.25 h / 0 °C

4.1: fluorobenzene / 60 °C

5.1: triethylamine / tetrahydrofuran

With 5%-palladium/activated carbon; hydrogen; triethylamine; In tetrahydrofuran; methanol; fluorobenzene; dichloromethane; ethyl acetate;

DOI:10.1002/anie.201708110

upstream raw materials:

4-methoxybenzylmagnesium chloride

N-tert-butoxycarbonyl-O-benzyl-(S)-tyrosine methyl ester

methylamine hydrochloride

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine