CRINIPELLIN A

Base Information

• Chemical Name: CRINIPELLIN A
• CAS No.: 97294-60-5
• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.424
• Mol file: 97294-60-5.mol

Synonyms:

Chemical Property of CRINIPELLIN A

Chemical Property:

• PSA: 66.90000
• LogP: 2.29140

Purity/Quality:

CRINIPELLIN A 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CRINIPELLIN A

There total 33 articles about CRINIPELLIN 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: 86.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + C19H26O4 → (-)-crinipellin A (97294-60-5)

Guidance literature:

formaldehyd; With N-methylanilinium trifluoroacetate; In tetrahydrofuran; at 70 ℃; for 1h; Inert atmosphere; Sealed tube;

C₁₉H₂₆O₄; In tetrahydrofuran; at 70 ℃; for 4h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201805143

Reference yield: 74.0%

C20H28O4 → (-)-crinipellin A (97294-60-5)

Guidance literature:

With N-chloro-succinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; In dichloromethane; at 0 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jacs.1c13370

Reference yield: 14.0%

C26H40O4Si (1618098-73-9) → (-)-crinipellin A (97294-60-5)

Guidance literature:

With tris(dimethylamino)sulfonium trimethylsilyldifluoride; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

DOI:10.1021/ja5054412

upstream raw materials:

C₂₅H₄₀O₃Si

C₂₆H₄₀O₄Si

C₁₈H₃₆OSi

C₁₅H₂₄O₂

Downstream raw materials:

O-Acetylcrinipellin A

Refernces

• 1、 Huang, Zhihui,Huang, Jun,Qu, Yongzheng,Zhang, Weibin,Gong, Jianxian,Yang, Zhen. "Total Syntheses of Crinipellins Enabled by Cobalt-Mediated and Palladium-Catalyzed Intramolecular Pauson–Khand Reactions". supporting information. p. 8744 - 8748. Retrieved 2018/07/14.