(1S,2S,3R,6S)-9-[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.0^3,7]decane-2-carbonyl chloride

Base Information

• Chemical Name: (1S,2S,3R,6S)-9-[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.0^3,7]decane-2-carbonyl chloride
• CAS No.: 428854-51-7
• Molecular Formula: C₁₇H₁₆Cl₃NO
• Molecular Weight: 356.679

Synonyms:(1S,2S,3R,6S)-9-[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.0^3,7]decane-2-carbonyl chloride

Chemical Property of (1S,2S,3R,6S)-9-[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.0^3,7]decane-2-carbonyl chloride

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Technology Process of (1S,2S,3R,6S)-9-[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.0^3,7]decane-2-carbonyl chloride

There total 2 articles about (1S,2S,3R,6S)-9-[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.0^3,7]decane-2-carbonyl chloride 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:

(1S,2S,3R,6S)-9-[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.03,7]decane-2-carboxylic acid; hydrochloride → (1S,2S,3R,6S)-9-[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.03,7]decane-2-carbonyl chloride (428854-51-7)

Guidance literature:

With thionyl chloride; In dichloromethane; at 60 ℃; for 2h;

DOI:10.1021/jm0105373

Reference yield:

(1S,3R,6S)-(Z)-9-(3,4-dichlorophenylmethylene)-7-azatricyclo[4.3.1.03,7]decane-2β-carboxylic acid methyl ester (275355-56-1) → (1S,2S,3R,6S)-9-[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.03,7]decane-2-carbonyl chloride (428854-51-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / aq. HCl / 8 h / Heating

2: SOCl₂ / CH₂Cl₂ / 2 h / 60 °C

With hydrogenchloride; thionyl chloride; In dichloromethane;

DOI:10.1021/jm0105373

Reference yield:

(1S,2S,3R,6S)-9-[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-7-aza-tricyclo[4.3.1.03,7]decane-2-carbonyl chloride (428854-51-7) → (1S,3S,6R,10S)-(Z)-9-(3,4-dichlorobenzylidene)-7-azatricyclo[4.3.1.03,7]decane-10-carboxylic acid phenyl ester

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydroxide; In 1,4-dioxane; at 20 ℃;

DOI:10.1021/jm0105373

upstream raw materials:

(1S,3R,6S)-(Z)-9-(3,4-dichlorophenylmethylene)-7-azatricyclo[4.3.1.0^3,7]decane-2β-carboxylic acid methyl ester

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