(1R,2S,5S,7S)-2-[5-methyl-3-(4-methoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,5]dec-2-yl]benzaldehyde

Base Information

• Chemical Name: (1R,2S,5S,7S)-2-[5-methyl-3-(4-methoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,5]dec-2-yl]benzaldehyde
• CAS No.: 865263-21-4
• Molecular Formula: C₂₃H₂₃NO₄
• Molecular Weight: 377.44

Synonyms:(1R,2S,5S,7S)-2-[5-methyl-3-(4-methoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,5]dec-2-yl]benzaldehyde

Chemical Property of (1R,2S,5S,7S)-2-[5-methyl-3-(4-methoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,5]dec-2-yl]benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,5S,7S)-2-[5-methyl-3-(4-methoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,5]dec-2-yl]benzaldehyde

There total 8 articles about (1R,2S,5S,7S)-2-[5-methyl-3-(4-methoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,5]dec-2-yl]benzaldehyde 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:

(1R,2S,2'S,4a'S,5S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-5-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-en-4-one (865262-96-0) → (1R,2S,5S,7S)-2-[5-methyl-3-(4-methoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-2-yl]benzaldehyde (865263-21-4)

Guidance literature:

(1R,2S,2'S,4a'S,5S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-5-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.0^1,5]dec-8-en-4-one; With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 120h;

With hydrogenchloride; In ethanol; Heating;

DOI:10.1021/jo0509509

Reference yield:

(2S,4aS,7R,8aR)-N-benzyl-2-(o-formylphenyl)-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazine (865262-74-4) → (1R,2S,5S,7S)-2-[5-methyl-3-(4-methoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-2-yl]benzaldehyde (865263-21-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 98 percent / CH₂Cl₂ / 20 °C

2.1: n-BuLi / tetrahydrofuran / -78 - -30 °C

2.2: 98 percent / tetrahydrofuran / 0.5 h / -30 °C

3.1: Et₃N / CH₂Cl₂ / 120 h / 20 °C

4.1: CH₂Cl₂ / 48 h / 50 - 60 °C

5.1: H₂ / Pd/C / ethanol / 120 h / 20 °C

5.2: aq. HCl / ethanol / Heating

With n-butyllithium; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jo0509509

Reference yield:

(2S,4aS,7R,8aR)-[2-(N-benzyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazin-2-yl)benzylidene]-(4-methoxyphenyl) amine (865262-78-8) → (1R,2S,5S,7S)-2-[5-methyl-3-(4-methoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-2-yl]benzaldehyde (865263-21-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / -78 - -30 °C

1.2: 98 percent / tetrahydrofuran / 0.5 h / -30 °C

2.1: Et₃N / CH₂Cl₂ / 120 h / 20 °C

3.1: CH₂Cl₂ / 48 h / 50 - 60 °C

4.1: H₂ / Pd/C / ethanol / 120 h / 20 °C

4.2: aq. HCl / ethanol / Heating

With n-butyllithium; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jo0509509

upstream raw materials:

(1R,2S,2'S,4a'S,5S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-5-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.0^1,5]dec-8-en-4-one

(1R,2S,2'S,4a'S,5S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-5-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.0^1,5]decan-4-one

(2S,4aS,7R,8aR)-N-benzyl-2-(o-formylphenyl)-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazine

(2S,4aS,7R,8aR)-[2-(N-benzyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazin-2-yl)benzylidene]-(4-methoxyphenyl) amine

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