C₁₈H₂₁BrO₃

Base Information

• Chemical Name: C₁₈H₂₁BrO₃
• CAS No.: 441352-71-2
• Molecular Formula: C₁₈H₂₁BrO₃
• Molecular Weight: 365.267
• Mol file: 441352-71-2.mol

Synonyms:C₁₈H₂₁BrO₃

Chemical Property of C₁₈H₂₁BrO₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₈H₂₁BrO₃

There total 9 articles about C₁₈H₂₁BrO₃ 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: 86.0%

(1R,3R,3aR,4S,7R,7aS)-3a-Benzyloxymethyl-2,3,3a,4,7,7a-hexahydro-1H-4,7-methano-indene-1,3-diol (441352-70-1) → C18H21BrO3 (441352-71-2)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4039(02)00750-5

Reference yield:

6,7-epoxy-1,4,4a,6,7,8a-hexahydro-1,4-methano-naphthalene-5,8-dione (2435-32-7,15052-12-7) → C18H21BrO3 (441352-71-2)

Guidance literature:

Multi-step reaction with 9 steps

1: 80 percent / NaOH / 3 h / 20 °C

2: 77 percent / diisobutylaluminum hydride / CH₂Cl₂ / 0.5 h / -78 °C

3: lipase LIP / diethyl ether / 3.5 h / 30 °C

4: 78 percent / K₂CO₃; MeOH / 35 h / 20 °C

5: 100 percent / MnO₂ / CH₂Cl₂ / 20 °C

6: 80 percent / NaOH / Bu₄NHSO₄ / benzene

7: H₂O₂; NaOH / methanol / 20 °C

8: LiAlH₄ / dioxane / Heating

9: 86 percent / NBS / CH₂Cl₂ / 20 °C

With methanol; manganese(IV) oxide; sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; lipase LIP; dihydrogen peroxide; diisobutylaluminium hydride; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; benzene;

DOI:10.1016/S0040-4039(02)00750-5

Reference yield:

ethyl 5-oxo-tricyclo[5.2.1.0.]deca-3,8-diene-2-carboxylate (121312-57-0) → C18H21BrO3 (441352-71-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 77 percent / diisobutylaluminum hydride / CH₂Cl₂ / 0.5 h / -78 °C

2: lipase LIP / diethyl ether / 3.5 h / 30 °C

3: 78 percent / K₂CO₃; MeOH / 35 h / 20 °C

4: 100 percent / MnO₂ / CH₂Cl₂ / 20 °C

5: 80 percent / NaOH / Bu₄NHSO₄ / benzene

6: H₂O₂; NaOH / methanol / 20 °C

7: LiAlH₄ / dioxane / Heating

8: 86 percent / NBS / CH₂Cl₂ / 20 °C

With methanol; manganese(IV) oxide; sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; lipase LIP; dihydrogen peroxide; diisobutylaluminium hydride; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; benzene;

DOI:10.1016/S0040-4039(02)00750-5

upstream raw materials:

(1R,3R,3aR,4S,7R,7aS)-3a-Benzyloxymethyl-2,3,3a,4,7,7a-hexahydro-1H-4,7-methano-indene-1,3-diol

6,7-epoxy-1,4,4a,6,7,8a-hexahydro-1,4-methano-naphthalene-5,8-dione

ethyl 5-oxo-tricyclo[5.2.1.0.]deca-3,8-diene-2-carboxylate

(1R,3aS,4S,7R,7aS)-3a-Hydroxymethyl-3a,4,7,7a-tetrahydro-1H-4,7-methano-inden-1-ol

Downstream raw materials:

(1R,3R,3aR,4S,7R,7aS)-3a-Benzyloxymethyl-3-methoxymethoxy-2,3,3a,4,7,7a-hexahydro-1H-4,7-methano-inden-1-ol

C₂₀H₂₅BrO₄