(1S,4R,5S,6S,8R,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodecane-5-carbaldehyde

Base Information

• Chemical Name: (1S,4R,5S,6S,8R,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodecane-5-carbaldehyde
• CAS No.: 361522-49-8
• Molecular Formula: C₃₁H₄₂O₃Si
• Molecular Weight: 490.758

Synonyms:(1S,4R,5S,6S,8R,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodecane-5-carbaldehyde

Chemical Property of (1S,4R,5S,6S,8R,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodecane-5-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of (1S,4R,5S,6S,8R,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodecane-5-carbaldehyde

There total 6 articles about (1S,4R,5S,6S,8R,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodecane-5-carbaldehyde 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:

(3R,4R)-3-(1,3-dioxolan-2-yl)-3,4-dimethyl-2-oxo-cyclohexanecarbonitrile (361521-89-3) → (1S,4R,5S,6S,8R,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dimethyl-9-oxa-tricyclo[6.2.2.01,6]dodecane-5-carbaldehyde (361522-49-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyrrolidine / toluene / Heating

2.1: DIBAH / toluene / -78 °C

2.2: HOAc / H₂O

3.1: Et₃SiH; CF₃COOH / CH₂Cl₂

4.1: H₂ / Pd/C / methanol / 50 h

5.1: PPTS / acetone; H₂O / Heating

With pyrrolidine; triethylsilane; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; acetone; toluene;

DOI:10.1016/S0040-4039(01)00840-1

Reference yield:

5-(tert-butyl-diphenyl-silanyloxy)-pent-3-en-2-one → (1S,4R,5S,6S,8R,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dimethyl-9-oxa-tricyclo[6.2.2.01,6]dodecane-5-carbaldehyde (361522-49-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyrrolidine / toluene / Heating

2.1: DIBAH / toluene / -78 °C

2.2: HOAc / H₂O

3.1: Et₃SiH; CF₃COOH / CH₂Cl₂

4.1: H₂ / Pd/C / methanol / 50 h

5.1: PPTS / acetone; H₂O / Heating

With pyrrolidine; triethylsilane; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; acetone; toluene;

DOI:10.1016/S0040-4039(01)00840-1

Reference yield:

(1R,4R,5S,8S,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-5-[1,3]dioxolan-2-yl-4,5-dimethyl-9-oxa-tricyclo[6.2.2.01,6]dodec-6-en-10-ol (361522-05-6) → (1S,4R,5S,6S,8R,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-4,5-dimethyl-9-oxa-tricyclo[6.2.2.01,6]dodecane-5-carbaldehyde (361522-49-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃SiH; CF₃COOH / CH₂Cl₂

2: H₂ / Pd/C / methanol / 50 h

3: PPTS / acetone; H₂O / Heating

With triethylsilane; hydrogen; pyridinium p-toluenesulfonate; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; acetone;

DOI:10.1016/S0040-4039(01)00840-1

upstream raw materials:

tert-Butyl-((1S,4R,5S,6S,8R,11S)-5-[1,3]dioxolan-2-yl-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodec-11-ylmethoxy)-diphenyl-silane

(3R,4R)-3-(1,3-dioxolan-2-yl)-3,4-dimethyl-2-oxo-cyclohexanecarbonitrile

tert-Butyl-((1R,4R,5S,8S,11S)-5-[1,3]dioxolan-2-yl-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodec-6-en-11-ylmethoxy)-diphenyl-silane

(1R,4R,5S,8S,11S)-11-(tert-Butyl-diphenyl-silanyloxymethyl)-5-[1,3]dioxolan-2-yl-4,5-dimethyl-9-oxa-tricyclo[6.2.2.0^1,6]dodec-6-en-10-ol

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