172213-23-9

Basic information

• Product Name: 1-Azetidinecarboxylic acid, 2-oxo-4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (3R,4S)-
• Synonyms: N-tBOC-3-triisopropylsiloxy-4-phenylazetidin-2-one;(3R,4S)-1-[(1,1-Dimethylethoxy)carbonyl]-3-triisopropylsilyloxy-4-phenyl-2-azetidinone;(3R,4S)-2-Oxo-4-phenyl-3-triisopropylsilanyloxy-azetidine-1-carboxylic acid tert-butyl ester
• CAS NO: 172213-23-9
• Molecular Formula: C23H37NO4Si
• Molecular Weight: 419.637
• Mol File: 172213-23-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Azetidinecarboxylic acid, 2-oxo-4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (3R,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Azetidinecarboxylic acid, 2-oxo-4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (3R,4S)-(172213-23-9)
• EPA Substance Registry System: 1-Azetidinecarboxylic acid, 2-oxo-4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (3R,4S)-(172213-23-9)

Safety Data

• Hazardous Substances Data: 172213-23-9(Hazardous Substances Data)

Upstream product

• 144465-78-1 1-(4-Methoxyphenyl)-3-triisopropylsilyloxy-4-phenyl-2-azetidinone 
• 100-52-7 benzaldehyde 
• 24424-99-5 di-tert-butyl dicarbonate 
• 132127-31-2 (3R,4S)-3-triisopropylsilyloxy-4-phenylazetidin-2-one 

Downstream Products

• 203806-61-5 (2R,3S)-3-tert-Butoxycarbonylamino-3-phenyl-2-triisopropylsilanyloxy-propionic acid methyl ester 
• 202996-26-7 C₅₇H₈₆N₂O₁₃Si₂ 
• 205490-32-0 3'-N-debenzoyl-3'-N-tert-butoxycarbonyl-7,9-diacetyl-9(R)-dihydro-2'-triisopropylsilyl-1-deoxypaclitaxel 
• 205490-30-8 3'-N-debenzoyl-3'-N-tert-butoxycarbonyl-10-deacetyl-10-triethylsilyl-9(R)-dihydro-2'-triisopropylsilyl-1-deoxypaclitaxel 7,9-benzylidene acetal 
• 232920-80-8 C₆₀H₈₉NO₁₅Si₂ 
• 133524-70-6 13-(O-2R-hydroxy-3S-amine-phenylpropionyl)-baccatin III 
• 125354-16-7 10-acetyldocetaxel 
• 143842-96-0 baccatin III 13- 
• 173101-56-9 C₄₈H₅₃NO₁₄ 

Relevant articles and documents

Structure-activity relationship study of taxoids for their ability to activate murine macrophages as well as inhibit the growth of macrophage-like cells

A series of new taxoids modified at the C-3′, C-3′N, C-10, C-2 and C-7 positions has been designed, synthesized and evaluated for their potency to induce NO and TNF production by peritoneal murine macrophages (Mφ) from LPS-responsive C3H/HeN and LPS-hyporesponsive C3H/HeJ strains and human blood cells, and for their ability to inhibit the growth of Mφ-like cell lines J774.1 and J7.DEF3. The SAR-study has shown that the nature of the substituents at these positions have critical effect on the induction of TNF and NO production by Mφ. Positions C-3′ and C-10 are the most flexible and an intriguing effect of the length of the substituents at the C-10 position is observed for taxoids bearing a straight chain alkanoyl moiety. An aromatic group at the C-3′N and C-2 positions is required for the activity, while only hydroxyl or acetyl substituents seem to be tolerated at the C-7 position. The natural stereochemistry in the C-13 isoserine side chain of the taxoids is an absolute requirement for macrophage activation. It has also been clearly shown that there is no correlation between the ability of the taxoids to induce TNF/NO production in C3H/HeN Mφ and the cytotoxicity against Mφ-like cells.

Borenol derivatives, process for their production and their pharmaceutical use

The invention relates to borneol derivatives of general formula I STR1 in which R1 means C(O)--CH(OR6)--CH(NHR7)--R8, R2 means hydrogen, --OH, C1 -C10 alkyl, C1 -C10 alkoxy, --OC(O)R9a, --OSO2 R9a, --OP(O)(OH)2, NHR9a, NR9a R9b, R3 means hydrogen, --OH, C1 -C10 alkoxy, --OC(O)R9b, --OSO2 R9b, --OP(O)(OH)2, or R2, R3 together mean an oxygen atom, R4 means hydrogen, C1 -C10 alkyl, --(CH2)n --OR11a, R5 means hydrogen, C1 -C10 alkyl, --(CH2)p --OR11b, or R4, R5 together mean an oxygen atom, a=CHR10 group, n means 0 to 8, p means 1 to 8, R7 means --C(O)R12, --SO2 R12, --C(O)OR12, --C(O)NHR9d, --C(O)NR9d R9e, STR2 R8 means aryl, R9a-e, R12 are the same or different and mean C1 -C10 alkyl, C4 -C8 cycloalkyl, aryl, C7 -C16 aralkyl, R10 means hydrogen, C1 -C10 alkyl, --(CH2)s --OR14, s means 1 to 8, R6, R11a,b, R14 are the same or different and mean hydrogen, C1 -C10 alkyl, aryl, C7 -C16 aralkyl, --SO2 R9c, --P(O)(OH)2, R13, R15a,b are the same or different and mean hydrogen, C1 -C10 alkyl, aryl, C7 -C16 aralkyl, X1, X2 are the same or different and mean X, X can be hydrogen, halogen, --OH, --NO2, --N3, --CN, --NR15a R15b, --NHSO2 R15a, --CO2 R15, C1 -C10 alkyl, C1 -C10 alkoxy, C1 -C10 acyloxy, C1 -C10 acyl, and, if R15 means hydrogen, their salts with physiologically compatible bases, as well as the α-, β-or γ-cyclodextrin clathrates, as well as the compounds of formula I that are encapsulated with liposomes.