149249-91-2 (3R,4S)-1-Benzoyl-4-phenyl-3-[(triethylsilyl)oxy]-2-azetidinone AKSci J62832
 
 
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  J62832    
(3R,4S)-1-Benzoyl-4-phenyl-3-[(triethylsilyl)oxy]-2-azetidinone
, 95%
 



IDENTITY
CAS Number:149249-91-2
MDL Number:MFCD08273950
MF:C22H27NO3Si
MW:381.54
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:95%
Physical Form (at 20°C):Solid
Density:1.12
Long-Term Storage:Store long-term in a cool, dry place
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

REVIEW

 (3R,4S)-1-Benzoyl-4-phenyl-3-[(triethylsilyl)oxy]-2-azetidinone is a key azetidinone intermediate for syntheses of sidechains used in various taxol-derived anticancer agents - taxol, deoxytaxol, and docetacel.

REFERENCES
[1]Holton, Robert A.; Kim, Hyeong Baik; Somoza, Carmen; Liang, Feng; Biediger, Ronald J.; Boatman, P. Douglas; Shindo, Mitsuru; Smith, Chase C.; Kim, Soekchan; et al. First total synthesis of taxol. 2. Completion of the C and D rings Journal of the American Chemical Society (1994), 116(4), 1599-1600.
[2] Ojima, Iwao; Duclos, Olivier; Zucco, Martine; Bissery, Marie-Christine; Combeau, C.; Vrignaud, P.; Riou, J. F.; Lavelle, Francois Synthesis and Structure-Activity Relationships of New Antitumor Taxoids. Effects of Cyclohexyl Substitution at the C-3' and/or C-2 of Taxotere (Docetaxel) Journal of Medicinal Chemistry (1994), 37(16), 2602-8.
[3] Chen, Shu-Hui; Kadow, John F.; Farina, Vittorio; Fairchild, Craig R.; Johnston, Kathy A. First Syntheses of Novel Paclitaxel(Taxol) Analogs Modified at the C4-Position Journal of Organic Chemistry (1994), 59(21), 6156-8.
[4] Chen, Shu-Hui; Wei, Jian-Mei; Long, Byron H.; Fairchild, Craig A.; Carboni, Joan; Mamber, Steven W.; Rose, William C.; Johnston, Kathy; Casazza, Anna M.; et al. Novel C-4 paclitaxel (Taxol) analogs: potent antitumor agents Bioorganic & Medicinal Chemistry Letters (1995), 5(22), 2741-6.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H315; H319; H335

Precautionary Statements
P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501


Current as of October 15, 2024


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CATEGORIES

 APIs and Bioactives > beta-Lactams


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