(1S^*,4S^*,5R^*,6S^*,8S^*,11R^*)-3-(diphenylmethyl)-5,6-epoxy-11-methyl-3-azatricyclo<6.2.1.0^4,11>-2-undecanone

Base Information

• Chemical Name: (1S^*,4S^*,5R^*,6S^*,8S^*,11R^*)-3-(diphenylmethyl)-5,6-epoxy-11-methyl-3-azatricyclo<6.2.1.0^4,11>-2-undecanone
• CAS No.: 129872-23-7
• Molecular Formula: C₂₄H₂₅NO₂
• Molecular Weight: 359.468

Synonyms:(1S^*,4S^*,5R^*,6S^*,8S^*,11R^*)-3-(diphenylmethyl)-5,6-epoxy-11-methyl-3-azatricyclo<6.2.1.0^4,11>-2-undecanone

Chemical Property of (1S^*,4S^*,5R^*,6S^*,8S^*,11R^*)-3-(diphenylmethyl)-5,6-epoxy-11-methyl-3-azatricyclo<6.2.1.0^4,11>-2-undecanone

Chemical Property:

Purity/Quality:

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Technology Process of (1S^*,4S^*,5R^*,6S^*,8S^*,11R^*)-3-(diphenylmethyl)-5,6-epoxy-11-methyl-3-azatricyclo<6.2.1.0^4,11>-2-undecanone

There total 4 articles about (1S^*,4S^*,5R^*,6S^*,8S^*,11R^*)-3-(diphenylmethyl)-5,6-epoxy-11-methyl-3-azatricyclo<6.2.1.0^4,11>-2-undecanone 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: 96.0%

(1S*,4R*,8S*,11R*)-3-(diphenylmethyl)-11-methyl-3-azatricyclo<6.2.1.04,11>undec-5-en-2-one (118495-18-4) → (1S*,4S*,5R*,6S*,8S*,11R*)-3-(diphenylmethyl)-5,6-epoxy-11-methyl-3-azatricyclo<6.2.1.04,11>-2-undecanone (129872-23-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1021/jo00002a029

Reference yield:

N-(2-butenylidene)-1,1-diphenylmethylamine (129872-13-5) → (1S*,4S*,5R*,6S*,8S*,11R*)-3-(diphenylmethyl)-5,6-epoxy-11-methyl-3-azatricyclo<6.2.1.04,11>-2-undecanone (129872-23-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 45 percent / N,N-diethylaniline / toluene / 1) -78 deg C, 2) warming up to room temperature overnight

2: xylene / 4 h / 170 °C

3: 96 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 4 h / Ambient temperature

With 3-chloro-benzenecarboperoxoic acid; N,N-diethylaniline; In dichloromethane; toluene; xylene;

DOI:10.1021/jo00002a029

Reference yield:

N-(diphenylmethyl)-N-1',3'-butadienyl-2-methyl-2-cyclopentene-1-carboxylic amide (118495-15-1) → (1S*,4S*,5R*,6S*,8S*,11R*)-3-(diphenylmethyl)-5,6-epoxy-11-methyl-3-azatricyclo<6.2.1.04,11>-2-undecanone (129872-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: xylene / 4 h / 170 °C

2: 96 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 4 h / Ambient temperature

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; xylene;

DOI:10.1021/jo00002a029

upstream raw materials:

(1S^*,4R^*,8S^*,11R^*)-3-(diphenylmethyl)-11-methyl-3-azatricyclo<6.2.1.0^4,11>undec-5-en-2-one

N-(2-butenylidene)-1,1-diphenylmethylamine

N-(diphenylmethyl)-N-1',3'-butadienyl-2-methyl-2-cyclopentene-1-carboxylic amide

Benzhydrylamine

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