1-[(2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-(phenyl-phenylselanyl-methyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone

Base Information

• Chemical Name: 1-[(2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-(phenyl-phenylselanyl-methyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone
• CAS No.: 235094-16-3
• Molecular Formula: C₂₇H₃₃NO₂Se
• Molecular Weight: 482.525

Synonyms:1-[(2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-(phenyl-phenylselanyl-methyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone

Chemical Property of 1-[(2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-(phenyl-phenylselanyl-methyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 1-[(2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-(phenyl-phenylselanyl-methyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone

There total 4 articles about 1-[(2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-(phenyl-phenylselanyl-methyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone 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: 97.0%

acryloyl chloride (814-68-6,25189-84-8) + (2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-(phenyl-phenylselanyl-methyl)-octahydro-benzo[e][1,3]oxazine (235094-12-9) → 1-[(2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-(phenyl-phenylselanyl-methyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone (235094-16-3)

Guidance literature:

With triethylamine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1021/jo981693t

Reference yield:

Phenylselenyl bromide (34837-55-3) → 1-[(2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-(phenyl-phenylselanyl-methyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone (235094-16-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / i-Pr₂NH / tetrahydrofuran / 1 h / Ambient temperature

2: 95 percent / benzene / 10 h / Ambient temperature

3: 97 percent / Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With triethylamine; diisopropylamine; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/jo981693t

Reference yield:

phenylacetaldehyde (122-78-1) → 1-[(2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-(phenyl-phenylselanyl-methyl)-hexahydro-benzo[e][1,3]oxazin-3-yl]-propenone (235094-16-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / i-Pr₂NH / tetrahydrofuran / 1 h / Ambient temperature

2: 95 percent / benzene / 10 h / Ambient temperature

3: 97 percent / Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With triethylamine; diisopropylamine; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/jo981693t

upstream raw materials:

acryloyl chloride

(2S,4aS,7R,8aR)-4,4,7-Trimethyl-2-(phenyl-phenylselanyl-methyl)-octahydro-benzo[e][1,3]oxazine

Phenylselenyl bromide

phenylacetaldehyde

Downstream raw materials:

(3'S,4'S)-8-(3'-methyl-4'-phenylpyrrolidinyl)-menthol

(3'R,4'S)-8-(3'-methyl-4'-phenylpyrrolidinyl)-menthol

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