<2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-carboxaldehyde

Base Information

• Chemical Name: <2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-carboxaldehyde
• CAS No.: 125250-98-8
• Molecular Formula: C₁₉H₂₇NO₂
• Molecular Weight: 301.429
• Mol file: 125250-98-8.mol

Synonyms:<2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-carboxaldehyde

Chemical Property of <2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-carboxaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-carboxaldehyde

There total 3 articles about <2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-carboxaldehyde 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: 68.0%

<2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-methanol (125250-97-7) → <2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-carboxaldehyde (125250-98-8)

Guidance literature:

With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1021/jo00294a026

Reference yield:

(1R,2S,5R)-5-methyl-2-<1-methyl-1-(benzylamino)ethyl>cyclohexan-1-ol (115156-56-4) → <2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-carboxaldehyde (125250-98-8)

Guidance literature:

Multi-step reaction with 3 steps

1: benzene / 3.5 h / Heating

2: Vitride / benzene; toluene / 3.5 h

3: 68 percent / DMSO, (CF₃CO)2O, NEt₃ / CH₂Cl₂ / 1 h / -78 °C

With dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic anhydride; In dichloromethane; toluene; benzene;

DOI:10.1021/jo00294a026

Reference yield:

methyl <2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzooxazine-2-carboxylate (125353-89-1) → <2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-carboxaldehyde (125250-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Vitride / benzene; toluene / 3.5 h

2: 68 percent / DMSO, (CF₃CO)2O, NEt₃ / CH₂Cl₂ / 1 h / -78 °C

With dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic anhydride; In dichloromethane; toluene; benzene;

DOI:10.1021/jo00294a026

upstream raw materials:

<2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-methanol

(1R,2S,5R)-5-methyl-2-<1-methyl-1-(benzylamino)ethyl>cyclohexan-1-ol

methyl <2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzooxazine-2-carboxylate

Downstream raw materials:

α-methyl-<2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzoxazine-2-methanol

(R)-1-((2S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-ethanol