3H-3,8a-Ethano-1,2-benzodioxin-7-ol, hexahydro-4a,8,8-trimethyl-, benzoate

Base Information

• Chemical Name: 3H-3,8a-Ethano-1,2-benzodioxin-7-ol, hexahydro-4a,8,8-trimethyl-, benzoate
• CAS No.: 108511-83-7
• Molecular Formula: C20H26O4
• Molecular Weight: 330.424
• Mol file: 108511-83-7.mol

Synonyms:

Chemical Property of 3H-3,8a-Ethano-1,2-benzodioxin-7-ol, hexahydro-4a,8,8-trimethyl-, benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3H-3,8a-Ethano-1,2-benzodioxin-7-ol, hexahydro-4a,8,8-trimethyl-, benzoate

There total 6 articles about 3H-3,8a-Ethano-1,2-benzodioxin-7-ol, hexahydro-4a,8,8-trimethyl-, benzoate 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: 84.0%

2-(benzyloxy)-1,1,10-trimethyl-6,9-epidioxy-Δ7-octalin (108511-78-0) → 2-(benzyloxy)-1,1,10-trimethyl-6,9-epidioxydecalin (108511-83-7)

Guidance literature:

With potassium diazodicarboxylate; acetic acid; In methanol; dichloromethane; at -10 - 25 ℃;

DOI:10.1021/jm00391a039

Reference yield:

1,1,4a-trimethyl-3,4,4a,5,6,7-hexahydronaphthalen-2(1H)-one (4668-61-5) → 2-(benzyloxy)-1,1,10-trimethyl-6,9-epidioxydecalin (108511-83-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 9.8 g / NaBH₄ / methanol / 0.67 h

2: 69 percent / pyridine / CHCl₃ / 3 h / Heating

3: N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 0.25 h / Heating

4: N,N-dimethylaniline / 0.5 h / Heating

5: 63 percent / oxygen, polymer-bound rose bengal / CH₂Cl₂ / 2.5 h / Ambient temperature; Irradiation

6: 84 percent / potassium azodicarboxylate (PADA), acetic acid / CH₂Cl₂; methanol / -10 - 25 °C

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; Perbenzoic acid; polymer-bound Rose Bengal; oxygen; potassium diazodicarboxylate; acetic acid; N,N-dimethyl-aniline; In methanol; tetrachloromethane; dichloromethane; chloroform;

DOI:10.1021/jm00391a039

Reference yield:

4,4,9-Trimethyl-Δ5(10)-octalol-(3) (91975-35-8) → 2-(benzyloxy)-1,1,10-trimethyl-6,9-epidioxydecalin (108511-83-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / pyridine / CHCl₃ / 3 h / Heating

2: N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / 0.25 h / Heating

3: N,N-dimethylaniline / 0.5 h / Heating

4: 63 percent / oxygen, polymer-bound rose bengal / CH₂Cl₂ / 2.5 h / Ambient temperature; Irradiation

5: 84 percent / potassium azodicarboxylate (PADA), acetic acid / CH₂Cl₂; methanol / -10 - 25 °C

With pyridine; N-Bromosuccinimide; Perbenzoic acid; polymer-bound Rose Bengal; oxygen; potassium diazodicarboxylate; acetic acid; N,N-dimethyl-aniline; In methanol; tetrachloromethane; dichloromethane; chloroform;

DOI:10.1021/jm00391a039

upstream raw materials:

2-(benzyloxy)-1,1,10-trimethyl-6,9-epidioxy-Δ⁷-octalin

1,1,4a-trimethyl-3,4,4a,5,6,7-hexahydronaphthalen-2(1H)-one

4,4,9-Trimethyl-Δ⁵⁽¹⁰⁾-octalol-(3)

2-(benzoyloxy)-1,1,10-trimethyl-Δ⁸-octalin