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

Base Information

• Chemical Name: (2S,4aS,7R,8aR)-N-allyl-2-benzoyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazine
• CAS No.: 848033-71-6
• Molecular Formula: C₂₁H₂₉NO₂
• Molecular Weight: 327.467

Synonyms:(2S,4aS,7R,8aR)-N-allyl-2-benzoyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazine

Chemical Property of (2S,4aS,7R,8aR)-N-allyl-2-benzoyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazine

Chemical Property:

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Technology Process of (2S,4aS,7R,8aR)-N-allyl-2-benzoyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazine

There total 1 articles about (2S,4aS,7R,8aR)-N-allyl-2-benzoyl-4,4,7-trimethyl-octahydrobenzo[e][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: 90.0%

allyl bromide (106-95-6) + (2S,4aS,7R,8aR)-phenyl-[4,4,7-trimethyloctahydrobenzo[e][1,3]oxazin-2-yl] ketone (503004-87-3) → (2S,4aS,7R,8aR)-N-allyl-2-benzoyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazine (848033-71-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at 80 - 90 ℃;

DOI:10.1002/ejoc.200400836

Reference yield: 93.0%

(2S,4aS,7R,8aR)-N-allyl-2-benzoyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazine (848033-71-6) → (R)-[(2S,4aS,7R,8aR)-3-allyl-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl](phenyl)methanol + (S)-[(2S,4aS,7R,8aR)-3-allyl-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl](phenyl)methanol (914359-67-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at -10 - 0 ℃; for 5h;

DOI:10.1021/jo061547k

Reference yield: 92.0%

(2S,4aS,7R,8aR)-N-allyl-2-benzoyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazine (848033-71-6) + 4-but-1-enylmagnesium bromide (7103-09-5) → (1S)-1-[[2S(2α,4aα,7α,8aβ)]-3-allyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazin-2-yl]-1-phenyl-pent-4-en-1-ol (862553-54-6) + (1R)-1-[[2S(2α,4aα,7α,8aβ)]-3-allyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazin-2-yl]-1-phenyl-pent-4-en-1-ol

Guidance literature:

In diethyl ether; at -10 ℃;

DOI:10.1002/ejoc.200400836

upstream raw materials:

allyl bromide

(2S,4aS,7R,8aR)-phenyl-[4,4,7-trimethyloctahydrobenzo[e][1,3]oxazin-2-yl] ketone

Downstream raw materials:

(1S,2S,2aS,3aR,5R,7aS)-2-phenyl-5,8,8-trimethyl-1-vinyloctahydro-1H,3aH-azeto[2,1-b][1,3]benzoxazin-2-ol

(1S)-1-[[2S(2α,4aα,7α,8aβ)]-3-allyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazin-2-yl]-1-phenyl-pent-4-en-1-ol

(1S)-1-[[2S(2α,4aα,7α,8aβ)]-3-allyl-4,4,7-trimethyl-octahydrobenzo[e][1,3]oxazin-2-yl]-1-phenylbut-3-en-1-ol

(S)-[(2S,4aS,7R,8aR)-3-allyl-4,4,7-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2-yl](phenyl)methanol

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