<(2R,6S)-endo>-N-cinnamoyl-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.0^2,6>decan-4-one

Base Information

• Chemical Name: <(2R,6S)-endo>-N-cinnamoyl-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.0^2,6>decan-4-one
• CAS No.: 141061-43-0
• Molecular Formula: C₂₀H₂₃NO₃
• Molecular Weight: 325.408
• Mol file: 141061-43-0.mol

Synonyms:<(2R,6S)-endo>-N-cinnamoyl-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.0^2,6>decan-4-one

Chemical Property of <(2R,6S)-endo>-N-cinnamoyl-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.0^2,6>decan-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <(2R,6S)-endo>-N-cinnamoyl-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.0^2,6>decan-4-one

There total 7 articles about <(2R,6S)-endo>-N-cinnamoyl-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.0^2,6>decan-4-one 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:

endo-borneol (464-45-9) → <(2R,6S)-endo>-N-cinnamoyl-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.02,6>decan-4-one (141061-43-0)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / toluene; diethyl ether / 4 h / 0 °C

2: sodium azide, Bu₄NBr / CH₂Cl₂; H₂O / 4 h / 25 °C

3: 300 °C / 0.02 Torr / vacuum

4: n-BuLi

With n-butyllithium; sodium azide; tetrabutylammomium bromide; triethylamine; In diethyl ether; dichloromethane; water; toluene;

DOI:10.1016/0040-4039(94)85088-7

Reference yield:

<(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-chloroformate (104528-61-2) → <(2R,6S)-endo>-N-cinnamoyl-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.02,6>decan-4-one (141061-43-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide, Bu₄NBr / CH₂Cl₂; H₂O / 4 h / 25 °C

2: 300 °C / 0.02 Torr / vacuum

3: n-BuLi

With n-butyllithium; sodium azide; tetrabutylammomium bromide; In dichloromethane; water;

DOI:10.1016/0040-4039(94)85088-7

Reference yield:

<(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-azidoformate (144561-92-2) → <(2R,6S)-endo>-N-cinnamoyl-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.02,6>decan-4-one (141061-43-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 300 °C / 0.02 Torr / vacuum

2: n-BuLi

With n-butyllithium;

DOI:10.1016/0040-4039(94)85088-7

upstream raw materials:

<(2R,6S)-endo>-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.0^2,6>decan-4-one

Cinnamoyl chloride

endo-borneol

<(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-chloroformate

Downstream raw materials:

benzyl 3-phenylbicyclo[2.2.1]hept-5-ene-2-carboxylate

<(2R,6S)>-N-((3'S,4'R,5'R,6'S)-5'-phenylbicyclo<2.2.1>heptene-4'-carbonyl)-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.0^2,6>decan-4-one