N,N'-Bis<(2,2,2-trichloroethoxy)carbonyl>-7-<(E)-6-<(8-phenylcarbomenthyl)oxy>-3,3-dimethyl-5-hexenylidene>-2,3-diazabicyclo<2.2.1>heptane

Base Information

• Chemical Name: N,N'-Bis<(2,2,2-trichloroethoxy)carbonyl>-7-<(E)-6-<(8-phenylcarbomenthyl)oxy>-3,3-dimethyl-5-hexenylidene>-2,3-diazabicyclo<2.2.1>heptane
• CAS No.: 87656-02-8
• Molecular Formula: C₃₆H₄₆Cl₆N₂O₆
• Molecular Weight: 815.489
• Mol file: 87656-02-8.mol

Synonyms:

Chemical Property of N,N'-Bis<(2,2,2-trichloroethoxy)carbonyl>-7-<(E)-6-<(8-phenylcarbomenthyl)oxy>-3,3-dimethyl-5-hexenylidene>-2,3-diazabicyclo<2.2.1>heptane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N'-Bis<(2,2,2-trichloroethoxy)carbonyl>-7-<(E)-6-<(8-phenylcarbomenthyl)oxy>-3,3-dimethyl-5-hexenylidene>-2,3-diazabicyclo<2.2.1>heptane

There total 5 articles about N,N'-Bis<(2,2,2-trichloroethoxy)carbonyl>-7-<(E)-6-<(8-phenylcarbomenthyl)oxy>-3,3-dimethyl-5-hexenylidene>-2,3-diazabicyclo<2.2.1>heptane 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:

2-hydroxy-4,4-dimethyltetrahydropyran (72603-19-1) → N,N'-Bis<(2,2,2-trichloroethoxy)carbonyl>-7-<(E)-6-<(8-phenylcarbomenthyl)oxy>-3,3-dimethyl-5-hexenylidene>-2,3-diazabicyclo<2.2.1>heptane (87656-02-8,87727-27-3)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / 1.) acetonitrile, RT, 2 h, 2.) reflux, 16.5 h

2: 60 percent / pyridinium dichromate / CH₂Cl₂ / 9.5 h / Ambient temperature

3: 87 percent / diethylamine / methanol / 3 h / 0 - 25 °C

With dipyridinium dichromate; sodium hydride; diethylamine; In methanol; dichloromethane;

DOI:10.1021/jo00172a009

Reference yield:

8-Phenylmenthyl 7-Hydroxy-5,5-dimethylhept-2-enoate (87656-06-2,87681-10-5) → N,N'-Bis<(2,2,2-trichloroethoxy)carbonyl>-7-<(E)-6-<(8-phenylcarbomenthyl)oxy>-3,3-dimethyl-5-hexenylidene>-2,3-diazabicyclo<2.2.1>heptane (87656-02-8,87727-27-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / pyridinium dichromate / CH₂Cl₂ / 9.5 h / Ambient temperature

2: 87 percent / diethylamine / methanol / 3 h / 0 - 25 °C

With dipyridinium dichromate; diethylamine; In methanol; dichloromethane;

DOI:10.1021/jo00172a009

Reference yield:

(E)-(-)-8-Phenylmenthyl 7-Oxo-5,5-dimethylhept-2-enoate (87656-00-6) → N,N'-Bis<(2,2,2-trichloroethoxy)carbonyl>-7-<(E)-6-<(8-phenylcarbomenthyl)oxy>-3,3-dimethyl-5-hexenylidene>-2,3-diazabicyclo<2.2.1>heptane (87656-02-8,87727-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / diethylamine / methanol / 3 h / 0 - 25 °C

With diethylamine; In methanol;

DOI:10.1021/jo00172a009

upstream raw materials:

bis(2,2,2-trichlorethyl)azodicarboxylate

6-<(E)-(-)-5-<(8-Phenylcarbomenthyl)oxy>-2,2-dimethyl-4-pentenyl>fulvene

2-hydroxy-4,4-dimethyltetrahydropyran

8-Phenylmenthyl 7-Hydroxy-5,5-dimethylhept-2-enoate

Downstream raw materials:

7-<(E)-6-<(8-Phenylcarbomenthyl)oxy>-3,3-dimethylhex-5-enylidene>-2,3-diazabicyclo<2.2.1>hept-2-ene

(3aS,6aR,7R,7aR)-2,2-Dimethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalene-7-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

(-)-8-Phenylmenthyl (3aα,6aβ,7α,7aα)-2,3,3a,5,6,6a,7,7a-Octahydro-2,2-dimethyl-1H-cyclopentapentalene-7-carboxylate