N-allyl-2α-(o-bromophenyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine

Base Information

• Chemical Name: N-allyl-2α-(o-bromophenyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine
• CAS No.: 203190-42-5
• Molecular Formula: C₂₀H₂₈BrNO
• Molecular Weight: 378.352

Synonyms:N-allyl-2α-(o-bromophenyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine

Chemical Property of N-allyl-2α-(o-bromophenyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of N-allyl-2α-(o-bromophenyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine

There total 5 articles about N-allyl-2α-(o-bromophenyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine 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: 89.0%

allyl bromide (106-95-6) + 2α-(o-bromophenyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine (334706-50-2) → N-allyl-2α-(o-bromophenyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine (203190-42-5)

Guidance literature:

With potassium carbonate; In acetonitrile; Heating;

DOI:10.1021/ja002864q

Reference yield: 74.0%

ortho-bromobenzaldehyde (6630-33-7) + N-allyl-8-aminomenthol (203190-41-4) → (2S,3S,4aS,7R,8aR)-3-Allyl-2-(2-bromo-phenyl)-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazine (203190-42-5)

Guidance literature:

In toluene; Heating;

DOI:10.1055/s-1997-1045

Reference yield:

(-)-aminomenthol (55179-51-6) → N-allyl-2α-(o-bromophenyl)-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine (203190-42-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / CH₂Cl₂ / 20 °C

2: 89 percent / K₂CO₃ / acetonitrile / Heating

With potassium carbonate; In dichloromethane; acetonitrile;

DOI:10.1021/ja002864q

upstream raw materials:

ortho-bromobenzaldehyde

N-allyl-8-aminomenthol

(-)-aminomenthol

allyl bromide

Downstream raw materials:

(1R,2S,5R)-2-[1-((1S,4R)-1,4-Dimethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-methyl-ethyl]-5-methyl-cyclohexanol

(1R,2S,5R)-5-Methyl-2-[1-methyl-1-((R)-4-methyl-3,4-dihydro-1H-isoquinolin-2-yl)-ethyl]-cyclohexanol

(R)-4-methyl-1,2,3,4-tetrahydroisoquinoline

(1R,2S,5R)-2-((1R,8S)-1-9-Aza-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-trien-9-yl-1-methyl-ethyl)-5-methyl-cyclohexanol

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