endo-2-cyano-exo-(3,4-diaza-5,5-di-p-tolyl)-anti-10-tert-butoxytricyclo<5.2.1.0^2,6>dec-3-ene

Base Information

• Chemical Name: endo-2-cyano-exo-(3,4-diaza-5,5-di-p-tolyl)-anti-10-tert-butoxytricyclo<5.2.1.0^2,6>dec-3-ene
• CAS No.: 82536-73-0
• Molecular Formula: C₂₇H₃₁N₃O
• Molecular Weight: 413.563

Synonyms:endo-2-cyano-exo-(3,4-diaza-5,5-di-p-tolyl)-anti-10-tert-butoxytricyclo<5.2.1.0^2,6>dec-3-ene

Chemical Property of endo-2-cyano-exo-(3,4-diaza-5,5-di-p-tolyl)-anti-10-tert-butoxytricyclo<5.2.1.0^2,6>dec-3-ene

Chemical Property:

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Technology Process of endo-2-cyano-exo-(3,4-diaza-5,5-di-p-tolyl)-anti-10-tert-butoxytricyclo<5.2.1.0^2,6>dec-3-ene

There total 3 articles about endo-2-cyano-exo-(3,4-diaza-5,5-di-p-tolyl)-anti-10-tert-butoxytricyclo<5.2.1.0^2,6>dec-3-ene 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: 60.0%

bis(4-methylphenyl)diazomethane (1143-91-5) + 2-cyano-anti-7-tert-butoxynorbornene (82521-67-3) → endo-2-cyano-exo-(3,4-diaza-5,5-di-p-tolyl)-anti-10-tert-butoxytricyclo<5.2.1.02,6>dec-3-ene (82536-73-0)

Guidance literature:

With hydroquinone; In diethyl ether; Ambient temperature; 2-3 weeks;

DOI:10.1021/jo00140a026

Reference yield:

2-bromo-anti-7-tert-butoxynorbornene (82521-66-2) → endo-2-cyano-exo-(3,4-diaza-5,5-di-p-tolyl)-anti-10-tert-butoxytricyclo<5.2.1.02,6>dec-3-ene (82536-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / copper(I) cyanide / dimethylformamide / 11 h / Heating

2: 60 percent / hydroquinone / diethyl ether / Ambient temperature; 2-3 weeks

With copper(l) cyanide; hydroquinone; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jo00140a026

Reference yield:

2,3-dibromo-anti-7-tert-butoxynorbornane (82521-65-1) → endo-2-cyano-exo-(3,4-diaza-5,5-di-p-tolyl)-anti-10-tert-butoxytricyclo<5.2.1.02,6>dec-3-ene (82536-73-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butoxide / 2-methyl-propan-2-ol / 19 h / Heating

2: 86 percent / copper(I) cyanide / dimethylformamide / 11 h / Heating

3: 60 percent / hydroquinone / diethyl ether / Ambient temperature; 2-3 weeks

With potassium tert-butylate; copper(l) cyanide; hydroquinone; In diethyl ether; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jo00140a026

upstream raw materials:

bis(4-methylphenyl)diazomethane

2-cyano-anti-7-tert-butoxynorbornene

2-bromo-anti-7-tert-butoxynorbornene

2,3-dibromo-anti-7-tert-butoxynorbornane

Downstream raw materials:

endo-2-cyano-exo-3,3-di-p-tolyl-anti-8-tert-butoxytricyclo<3.2.1.0^2,4>octane

endo-2-cyano-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate

endo-2-cyano-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>octan-anti-8-ol

4-cyano-3,syn-8-di-p-tolylbicyclo<3.2.1>oct-3-en-2-one

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