11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.0^3,7]dodecan-8-ol

Base Information

• Chemical Name: 11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.0^3,7]dodecan-8-ol
• CAS No.: 925545-60-4
• Molecular Formula: C₂₄H₂₉NO₅
• Molecular Weight: 411.498

Synonyms:11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.0^3,7]dodecan-8-ol

Chemical Property of 11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.0^3,7]dodecan-8-ol

Chemical Property:

Purity/Quality:

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Technology Process of 11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.0^3,7]dodecan-8-ol

There total 11 articles about 11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.0^3,7]dodecan-8-ol 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:

benzoic acid 11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.03,7]dodec-8-yl ester (925545-55-7) → 11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.03,7]dodecan-8-ol (925545-60-4)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane; at 20 ℃; for 6h;

DOI:10.1021/ol062621o

Reference yield:

1-(2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-prop-2-en-1-ol (881302-89-2) → 11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.03,7]dodecan-8-ol (925545-60-4)

Guidance literature:

Multi-step reaction with 9 steps

1: pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

2: 535 mg / AcOH / H₂O / 11 h / 20 °C

3: imidazole / CH₂Cl₂ / 2 h / 20 °C

4: trifluoromethanesulfonic acid / cyclohexane; CH₂Cl₂ / 3.5 h / 0 - 20 °C

5: 324 mg / TBAF / tetrahydrofuran / 3 h / 20 °C

6: IBX / dimethylsulfoxide; CH₂Cl₂ / 12 h / 20 °C

7: CH₂Cl₂ / 1 h / 20 °C

8: 83.1 mg / triethylamine / acetonitrile / 2 h / Heating

9: potassium carbonate / methanol; CH₂Cl₂ / 6 h / 20 °C

With pyridine; 1H-imidazole; dmap; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; potassium carbonate; acetic acid; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; water; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/ol062621o

Reference yield:

benzoic acid 1-[5-(1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl ester (925545-45-5) → 11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.03,7]dodecan-8-ol (925545-60-4)

Guidance literature:

Multi-step reaction with 7 steps

1: imidazole / CH₂Cl₂ / 2 h / 20 °C

2: trifluoromethanesulfonic acid / cyclohexane; CH₂Cl₂ / 3.5 h / 0 - 20 °C

3: 324 mg / TBAF / tetrahydrofuran / 3 h / 20 °C

4: IBX / dimethylsulfoxide; CH₂Cl₂ / 12 h / 20 °C

5: CH₂Cl₂ / 1 h / 20 °C

6: 83.1 mg / triethylamine / acetonitrile / 2 h / Heating

7: potassium carbonate / methanol; CH₂Cl₂ / 6 h / 20 °C

With 1H-imidazole; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/ol062621o

upstream raw materials:

benzoic acid 11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.0^3,7]dodec-8-yl ester

1-(2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-prop-2-en-1-ol

benzoic acid 1-[5-(1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl ester

benzoic acid 1-[5-(1-benzyloxy-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl ester

Downstream raw materials:

11-benzyl-2-benzyloxy-5,5-dimethyl-4,6,10-trioxa-11-aza-tricyclo[7.2.1.0^3,7]dodecan-8-one

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