(1S,2R,6S,7R)-7,10,10-Trimethyl-4-((1S,6S)-3,4,6-trimethyl-cyclohex-3-enyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-ene

Base Information

• Chemical Name: (1S,2R,6S,7R)-7,10,10-Trimethyl-4-((1S,6S)-3,4,6-trimethyl-cyclohex-3-enyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-ene
• CAS No.: 123821-09-0
• Molecular Formula: C₂₀H₃₁NO
• Molecular Weight: 301.472

Synonyms:(1S,2R,6S,7R)-7,10,10-Trimethyl-4-((1S,6S)-3,4,6-trimethyl-cyclohex-3-enyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-ene

Chemical Property of (1S,2R,6S,7R)-7,10,10-Trimethyl-4-((1S,6S)-3,4,6-trimethyl-cyclohex-3-enyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-ene

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Technology Process of (1S,2R,6S,7R)-7,10,10-Trimethyl-4-((1S,6S)-3,4,6-trimethyl-cyclohex-3-enyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-ene

There total 12 articles about (1S,2R,6S,7R)-7,10,10-Trimethyl-4-((1S,6S)-3,4,6-trimethyl-cyclohex-3-enyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-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: 50.0%

(1S,2R,6S,7R)-7,10,10-Trimethyl-4-((E)-propenyl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]dec-4-ene (123821-03-4) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → (1S,2R,6S,7R)-7,10,10-Trimethyl-4-((1S,6S)-3,4,6-trimethyl-cyclohex-3-enyl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]dec-4-ene (123821-09-0)

Guidance literature:

With trifluoroacetic anhydride; calcium carbonate; In dichloromethane; at 20 ℃; for 24h;

Reference yield:

(+)-3R-exo-hydroxycamphor (28357-11-1) → (1S,2R,6S,7R)-7,10,10-Trimethyl-4-((1S,6S)-3,4,6-trimethyl-cyclohex-3-enyl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]dec-4-ene (123821-09-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 70 percent / 4 Angstroem molecar sieves / tetrahydrofuran / 48 h / 20 °C

2: sodium borohydride / methanol / 20 °C

3: 100 percent / H₂ / Pd-C / methanol / 48 h

4: Na₂CO₃ / CH₂Cl₂; H₂O / 1 h / 20 °C

5: phosphorus oxychloride / toluene / 0.17 h / 100 °C

6: 50 percent / trifluoroacetic anhydride, anhydrous calcium carbon / CH₂Cl₂ / 36 h / 18 °C

With sodium tetrahydroborate; 4 A molecular sieve; calcium carbon; hydrogen; sodium carbonate; trifluoroacetic anhydride; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; toluene;

DOI:10.1016/S0040-4039(00)99474-7

Reference yield:

(R)-camphorquinone (10334-26-6) → (1S,2R,6S,7R)-7,10,10-Trimethyl-4-((1S,6S)-3,4,6-trimethyl-cyclohex-3-enyl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]dec-4-ene (123821-09-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 79 percent / L-Selectride

2: 70 percent / 4 Angstroem molecar sieves / tetrahydrofuran / 48 h / 20 °C

3: sodium borohydride / methanol / 20 °C

4: 100 percent / H₂ / Pd-C / methanol / 48 h

5: Na₂CO₃ / CH₂Cl₂; H₂O / 1 h / 20 °C

6: phosphorus oxychloride / toluene / 0.17 h / 100 °C

7: 50 percent / trifluoroacetic anhydride, anhydrous calcium carbon / CH₂Cl₂ / 36 h / 18 °C

With sodium tetrahydroborate; 4 A molecular sieve; calcium carbon; hydrogen; L-Selectride; sodium carbonate; trifluoroacetic anhydride; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; toluene;

DOI:10.1016/S0040-4039(00)99474-7

upstream raw materials:

(1S,2R,6S,7R)-7,10,10-Trimethyl-4-((E)-propenyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-ene

2,3-dimethyl-buta-1,3-diene

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

(R)-camphorquinone

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