(1R,2S,2'S,4a'S,5S,6S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-6-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.0^1,5]decan-4-one

Base Information

• Chemical Name: (1R,2S,2'S,4a'S,5S,6S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-6-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.0^1,5]decan-4-one
• CAS No.: 865263-13-4
• Molecular Formula: C₄₀H₄₈N₂O₄
• Molecular Weight: 620.832

Synonyms:(1R,2S,2'S,4a'S,5S,6S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-6-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.0^1,5]decan-4-one

Chemical Property of (1R,2S,2'S,4a'S,5S,6S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-6-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.0^1,5]decan-4-one

Chemical Property:

Purity/Quality:

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Technology Process of (1R,2S,2'S,4a'S,5S,6S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-6-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.0^1,5]decan-4-one

There total 8 articles about (1R,2S,2'S,4a'S,5S,6S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-6-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.0^1,5]decan-4-one 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: 76.0%

(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]-6-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-en-4-one (865262-98-2) → (1R,2S,5S,6S,7S)-3-(4-Methoxy-phenyl)-6-methyl-2-[2-((2S,4aS,7R,8aR)-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-phenyl]-10-oxa-3-aza-tricyclo[5.2.1.01,5]decan-4-one + (1R,2S,2'S,4a'S,5S,6S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-6-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.01,5]decan-4-one (865263-13-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 288h;

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,2'S,4a'S,5S,6S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-6-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.01,5]decan-4-one (865263-13-4)

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: pyridine / CH₂Cl₂ / 0.25 h / 20 °C

4.1: CH₂Cl₂ / 48 h / 50 - 60 °C

5.1: 76 percent / H₂ / Pd/C / ethanol / 288 h / 20 °C

With pyridine; n-butyllithium; hydrogen; 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,2'S,4a'S,5S,6S,7S,7'R,8a'R)-2-[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]-6-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.01,5]decan-4-one (865263-13-4)

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: pyridine / CH₂Cl₂ / 0.25 h / 20 °C

3.1: CH₂Cl₂ / 48 h / 50 - 60 °C

4.1: 76 percent / H₂ / Pd/C / ethanol / 288 h / 20 °C

With pyridine; n-butyllithium; hydrogen; 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]-6-methyl-3-(4-methoxyphenyl)-10-oxa-3-azatricyclo[5.2.1.0^1,5]dec-8-en-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

(2S,2'S,4a'S,7'R,8a'R)-{[2-(N-benzyl-4',4',7'-trimethyl-octahydrobenzo[e][1,3]oxazin-2'-yl)phenyl]furan-2-yl-methyl}-(4-methoxyphenyl) amine

Downstream raw materials:

(1R,2S,5S,6S,7S)-2-[6-methyl-3-(4-methoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,5]dec-2-yl]benzaldehyde

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