methyl (αS,3S)-11-azido-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate

Base Information

• Chemical Name: methyl (αS,3S)-11-azido-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate
• CAS No.: 248948-40-5
• Molecular Formula: C₂₂H₂₈N₄O₆
• Molecular Weight: 444.488
• Mol file: 248948-40-5.mol

Synonyms:methyl (αS,3S)-11-azido-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate

Chemical Property of methyl (αS,3S)-11-azido-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (αS,3S)-11-azido-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate

There total 2 articles about methyl (αS,3S)-11-azido-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate 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:

(S)-3-(4-Methoxy-phenyl)-2-[10-oxo-11-(toluene-4-sulfonyloxy)-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl]-propionic acid methyl ester → methyl (αS,3S)-11-azido-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate (248948-40-5) + (S)-2-((R)-11-Azido-10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-3-(4-methoxy-phenyl)-propionic acid methyl ester

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 25 ℃; for 12h;

DOI:10.1021/ja991160h

Reference yield:

(S)-2-(11-Hydroxy-10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-3-(4-methoxy-phenyl)-propionic acid methyl ester → methyl (αS,3S)-11-azido-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate (248948-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP / CH₂Cl₂ / 12 h / 25 °C

2: NaN₃ / dimethylformamide / 12 h / 25 °C

With dmap; sodium azide; In dichloromethane; N,N-dimethyl-formamide; 1: Tosylation / 2: Substitution;

DOI:10.1021/ja991160h

Reference yield: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl (αS,3S)-11-azido-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate (248948-40-5) → methyl (αS,3S)-11-[[(1,1-dimethylethoxy)carbonyl]amino]-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate (248948-42-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr;

DOI:10.1021/ja991160h

Downstream raw materials:

methyl (αS,3S)-11-[[(1,1-dimethylethoxy)carbonyl]amino]-α-[(4-methoxyphenyl)methyl]-10-oxo-1,4-dioxa-9-azadispiro[4.2.4.2]tetradecane-9-acetate

(αS,3S)-1-[2-hydroxy-1-[(4-methoxyphenyl)methyl]ethyl]-3-methylamino-1-azaspiro[4,5]decane-2,8-dione

(2S,5S,6S,7S,8R,10aS)-octahydro-5-[(4-methoxyphenyl)methyl]-2-methylamino-1H-7,10a-methanopyrrolo[1,2-a]azocine-6,8-diol

(αS,3S)-3-[[(1,1-dimethylethoxy)carbonyl]methylamino]-α-[(4-methoxyphenyl)methyl]-2,8-dioxo-1-azaspiro[4,5]decane-1-acetaldehyde