7-O-p-cyanobenzoyl-1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene A

Base Information

• Chemical Name: 7-O-p-cyanobenzoyl-1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene A
• CAS No.: 1163689-88-0
• Molecular Formula: C₄₁H₅₀N₂O₈Si
• Molecular Weight: 726.942
• Mol file: 1163689-88-0.mol

Synonyms:7-O-p-cyanobenzoyl-1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene A

Chemical Property of 7-O-p-cyanobenzoyl-1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene A

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-O-p-cyanobenzoyl-1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene A

There total 4 articles about 7-O-p-cyanobenzoyl-1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene A 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: 94.0%

4-cyanobenzoic Acid (619-65-8,333406-09-0) + 1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene (1163689-87-9) → 7-O-p-cyanobenzoyl-1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene A (1163689-88-0)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 81.0%

4-cyanobenzoic Acid (619-65-8,333406-09-0) + di-tert-butylsilyl bis(trifluoromethanesulfonate) (85272-31-7) + α-pyronemeroterpenoid pyripyropene A (147444-03-9) → 7-O-p-cyanobenzoyl-1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene A (1163689-88-0)

Guidance literature:

α-pyronemeroterpenoid pyripyropene A; With sodium methylate; In methanol; at 20 ℃;

di-tert-butylsilyl bis(trifluoromethanesulfonate); With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 0 ℃;

4-cyanobenzoic Acid; With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

DOI:10.1246/bcsj.20130237

Reference yield:

1,7,11-trideacetyl-pyripyropene A → 7-O-p-cyanobenzoyl-1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene A (1163689-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 1 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

4-cyanobenzoic Acid

1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene

di-tert-butylsilyl bis(trifluoromethanesulfonate)

α-pyronemeroterpenoid pyripyropene A

Downstream raw materials:

(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-((di-tert-butylfluorosilyl)oxy)-12-hydroxy-4-(hydroxymethyl)-4,6a,12b-trimethyl-11-oxo-9-(pyridin-3-yl)-1,2,3,4,4a,5,6,6a,11,12,12a,12b-dodecahydrobenzo[f]pyrano[4,3-b]chromen-6-yl 4-cyanobenzoate

7-O-p-cyanobenzoyl-1,7-dideacetylpyripyropene A

7-O-p-cyanobenzoyl-1,7-dideacetyl-1-O-isobutyrylpyripyropene A

7-O-p-cyanobenzoyl-1,7-dideacetyl-1-O-benzoylpyripyropene A