16-tert-butyldiphenylsilyloxy-13-epi-pimar-8⁽¹⁴⁾-en-18-ol, acetate

Base Information

• Chemical Name: 16-tert-butyldiphenylsilyloxy-13-epi-pimar-8⁽¹⁴⁾-en-18-ol, acetate
• CAS No.: 124062-69-7
• Molecular Formula: C₃₈H₅₄O₃Si
• Molecular Weight: 586.93
• Mol file: 124062-69-7.mol

Synonyms:16-tert-butyldiphenylsilyloxy-13-epi-pimar-8⁽¹⁴⁾-en-18-ol, acetate

Chemical Property of 16-tert-butyldiphenylsilyloxy-13-epi-pimar-8⁽¹⁴⁾-en-18-ol, acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 16-tert-butyldiphenylsilyloxy-13-epi-pimar-8⁽¹⁴⁾-en-18-ol, acetate

There total 7 articles about 16-tert-butyldiphenylsilyloxy-13-epi-pimar-8⁽¹⁴⁾-en-18-ol, acetate 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: 93.0%

18-acetoxy-13-epi-pimar-8(14)-en-16-ol (124062-66-4) + tert-butylchlorodiphenylsilane (58479-61-1) → 16-tert-butyldiphenylsilyloxy-13-epi-pimar-8(14)-en-18-ol, acetate (124062-69-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)80046-6

Reference yield:

13-epi-pimar-8(14)-en-16,18-diol, diacetate (124062-65-3) → 16-tert-butyldiphenylsilyloxy-13-epi-pimar-8(14)-en-18-ol, acetate (124062-69-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.21 g / saturated aqeous NaHCO₃ / methanol / 72 h / Ambient temperature

2: pyridine

3: 75 percent / saturated aqeous NaHCO₃ / methanol / 72 h / Ambient temperature

4: 93 percent / imidazole / dimethylformamide

With 1H-imidazole; sodium hydrogencarbonate; In pyridine; methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)80046-6

Reference yield:

sandaracopimaric acid (471-74-9) → 16-tert-butyldiphenylsilyloxy-13-epi-pimar-8(14)-en-18-ol, acetate (124062-69-7)

Guidance literature:

Multi-step reaction with 4 steps

1: LiAlH₄ / tetrahydrofuran

2: pyridine

3: 1.) borabiciclononane (BBN); 2.) NaOH, H₂O₂ / 1.) THF, rt., 3 h; 2.) ethanol, 50 deg C, 1 h

4: 93 percent / imidazole / dimethylformamide

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; dihydrogen peroxide; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)80046-6

upstream raw materials:

18-acetoxy-13-epi-pimar-8⁽¹⁴⁾-en-16-ol

tert-butylchlorodiphenylsilane

sandaracopimaric acid

sandaracopimara-8⁽¹⁴⁾,15-dien-18-ol