143527-74-6

Basic information

• Product Name: 3-(T-BOC)-2,2-DIMETHYL-4-PHENYL-1,3-OXAZOLIDIN-5-YL]FORMIC ACID ETHYL ESTER
• Synonyms: 3-(T-BOC)-2,2-DIMETHYL-4-PHENYL-1,3-OXAZOLIDIN-5-YL]FORMIC ACID ETHYL ESTER;(4S-trans)-2,2-DiMethyl-4-phenyl-3,5-oxazolidinedicarboxylic Acid 3-(1,1-DiMethylethyl) 5-Ethyl Ester
• CAS NO: 143527-74-6
• Molecular Formula: C₁₉H₂₇NO₅
• Molecular Weight: 349.42138
• Product Categories: Aromatics Compounds;Aromatics;Chiral Reagents
• Mol File: 143527-74-6.mol

Chemical Properties

• Boiling Point: 427.292°C at 760 mmHg
• Flash Point: 212.219°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.504
• Solubility: Chloroform, Ethyl Acetate
• CAS DataBase Reference: 3-(T-BOC)-2,2-DIMETHYL-4-PHENYL-1,3-OXAZOLIDIN-5-YL]FORMIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(T-BOC)-2,2-DIMETHYL-4-PHENYL-1,3-OXAZOLIDIN-5-YL]FORMIC ACID ETHYL ESTER(143527-74-6)
• EPA Substance Registry System: 3-(T-BOC)-2,2-DIMETHYL-4-PHENYL-1,3-OXAZOLIDIN-5-YL]FORMIC ACID ETHYL ESTER(143527-74-6)

Safety Data

• Hazardous Substances Data: 143527-74-6(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Oil

InChI:InChI=1/C19H27NO5/c1-7-23-16(21)15-14(13-11-9-8-10-12-13)20(19(5,6)24-15)17(22)25-18(2,3)4/h8-12,14-15H,7H2,1-6H3/t14-,15+/m0/s1

Upstream product

• 116-11-0 2-Methoxypropene 
• 143527-75-7 (2R,3S) ethyl N-(t-butoxycarbonyl)-3-phenylisoserine 
• 144704-63-2 (4S,5R)-3-((2S,3R)-2-Bromo-3-hydroxy-3-phenyl-propionyl)-4-methyl-5-phenyl-oxazolidin-2-one 
• 144-55-8 sodium hydrogencarbonate 
• 126060-73-9 ethyl (2R,3R)-3-phenyl-2,3-oxiranepropanoate 
• 100-52-7 benzaldehyde 
• 144787-20-2 (2R,3S)-3-azido-2-hydroxy-benzenepropanoic acid ethyl ester 
• 143615-00-3 (2R,3S)-3-amino-3-phenyl-2-hydroxypropionic acid ethyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 143615-03-6 (4S,5R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid 
• 143527-76-8 4-acetoxy-2α-benzoyloxy-5β,20-epoxy-1-hydroxy-9-oxo-7β,10β-bis[(2,2,2-tri-chloroethoxy)carbonyloxy]-11-taxen-13α-yl (4S,5R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylate 
• 143527-73-5 C₅₁H₆₀Cl₃NO₁₇ 
• 114915-14-9 7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)docetaxel 
• 114915-17-2 C₅₀H₅₂Cl₃NO₁₆ 
• 114915-15-0 C₄₃H₄₈Cl₃NO₁₅ 
• 33069-62-4 taxol 
• 114915-20-7 Docetaxel 
• 114915-16-1 10-deacetyl-7,10-diTroc-baccatin III 

Relevant articles and documents

Process for preparing taxane derivatives, new derivatives obtained and pharmaceutical compositions containing them

A method for preparing taxane derivatives having general formula (I), novel derivatives thereby obtained and compositions containing same. In general formula (I), R is t.butoxy or phenyl, R1 is hydrogen or acetyl, and Ar is substituted phenyl or optionally substituted α or β-naphthyl. These novel taxane derivatives are useful as antileukemic and antitumoral agents. STR1

Improved protection and esterification of a precursor of the taxotere and taxol side chains

(4S,5R)-N-BOC-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylic acid 8 was prepared and efficiently esterified by conveniently protected baccatins 9a,b. Smooth deprotection in formic acid gave the N-deprotected intermediates of Taxotere and taxol. This protocol did not generate any epimerization at C-2′ and constitutes a pratical method to prepare Taxotere, taxol and analogs.