(7aR,11R,13S)-11-(1-naphthyl)-13-phenyl-8,9,10,11-tetrahydro-7aH,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine

Base Information

• Chemical Name: (7aR,11R,13S)-11-(1-naphthyl)-13-phenyl-8,9,10,11-tetrahydro-7aH,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine
• CAS No.: 667870-48-6
• Molecular Formula: C₃₂H₂₇NO
• Molecular Weight: 441.572

Synonyms:(7aR,11R,13S)-11-(1-naphthyl)-13-phenyl-8,9,10,11-tetrahydro-7aH,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine

Chemical Property of (7aR,11R,13S)-11-(1-naphthyl)-13-phenyl-8,9,10,11-tetrahydro-7aH,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine

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Technology Process of (7aR,11R,13S)-11-(1-naphthyl)-13-phenyl-8,9,10,11-tetrahydro-7aH,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine

There total 2 articles about (7aR,11R,13S)-11-(1-naphthyl)-13-phenyl-8,9,10,11-tetrahydro-7aH,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine 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: 93.0%

1-naphthylmagnesiumbromide (703-55-9) + (7aR,11R,13S)-11-(1H-benzotriazol-1-yl)-7a,8,10,11-tetrahydro-13-phenyl-9H,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine (667870-42-0) → (7aR,11R,13S)-11-(1-naphthyl)-13-phenyl-8,9,10,11-tetrahydro-7aH,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine (667870-48-6)

Guidance literature:

In diethyl ether; at -5 - 0 ℃;

DOI:10.1016/j.tetasy.2003.12.025

Reference yield:

(S)-l-(α-aminobenzyl)-2-naphthol (R,R)-tartrate (219897-70-8,219897-36-6) → (7aR,11R,13S)-11-(1-naphthyl)-13-phenyl-8,9,10,11-tetrahydro-7aH,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine (667870-48-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / H₂O; CH₂Cl₂ / 4 h / 0 °C

2: 93 percent / diethyl ether / -5 - 0 °C

In diethyl ether; dichloromethane; water;

DOI:10.1016/j.tetasy.2003.12.025

Reference yield: 92.0%

(7aR,11R,13S)-11-(1-naphthyl)-13-phenyl-8,9,10,11-tetrahydro-7aH,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine (667870-48-6) → (S)-1-[α-[(R)-2-(1-naphthyl)piperidyl]benzyl]-2-naphthol

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1055/s-2003-43353

upstream raw materials:

1-naphthylmagnesiumbromide

(7aR,11R,13S)-11-(1H-benzotriazol-1-yl)-7a,8,10,11-tetrahydro-13-phenyl-9H,13H-naphtho[1,2-e]pyrido[2,1-b][1,3]oxazine

(S)-l-(α-aminobenzyl)-2-naphthol (R,R)-tartrate

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