120444-05-5

Basic information

• Product Name: Propanoic acid, 2-(acetyloxy)-, 1,1-diMethylethyl ester, (2S)-
• Synonyms: Propanoic acid, 2-(acetyloxy)-, 1,1-diMethylethyl ester, (2S)-;Propanoic acid, 2-(acetyloxy)-, 1,1-diMethylethyl ester, (2S)-3;Tert-butyl (S)-2-acetoxypropanoate
• CAS NO: 120444-05-5
• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.22094
• Mol File: 120444-05-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 222.9±13.0 °C(Predicted)
• Appearance: /
• Density: 1.020±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Propanoic acid, 2-(acetyloxy)-, 1,1-diMethylethyl ester, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 2-(acetyloxy)-, 1,1-diMethylethyl ester, (2S)-(120444-05-5)
• EPA Substance Registry System: Propanoic acid, 2-(acetyloxy)-, 1,1-diMethylethyl ester, (2S)-(120444-05-5)

Safety Data

• Hazardous Substances Data: 120444-05-5(Hazardous Substances Data)

Upstream product

• 540-88-5 acetic acid tert-butyl ester 
• 535-17-1 (S)-2-acetoxypropionic acid 
• 59854-05-6 t-butyl 2(R)-acetoxypropionate 
• 75-65-0 tert-butyl alcohol 
• 115-11-7 isobutene 

Downstream Products

• 13650-70-9 (+)-tert-butyl D-lactate 
• 380886-41-9 D-tert-butyl 2-p-chlorophenylcarbonyl-aminoxy-propanoate 
• 380886-36-2 (R)-tert-butyl 2-((1,3-dioxoisoindolin-2-yl)oxy)propanoate 
• 142696-72-8 (R)-2-Benzyloxyamino-propionic acid tert-butyl ester 

Relevant articles and documents

Total Synthesis of (+)-Prunustatin A: Utility of Organotrifluoroborate-Mediated Prenylation and Shiina MNBA Esterification and Macrolactonization to Avoid a Competing Thorpe-Ingold Effect Accelerated Transesterification

A convergent total synthesis of (+)-prunustatin A is described through the assembly of two key fragments and a macrolactonization. Shiina MNBA couplings were used for the formation of each of the four ester bonds in the tetralactone ring, including the key macrocyclization which was essential to minimize competing Thorpe-Ingold accelerated transesterification. Other key steps included an organoboron-based prenylation using potassium prenyltrifluoroborate and a carbonyldiimidazole-mediated coupling to form the salicylamide.

tert-butyl (2S)-(p-tolylsulfonyloxy)propionate - A suitable reagent for the direct alkylation of indole derivatives

A new method is proposed for the synthesis of indole derivatives containing a chiral substituent at the nitrogen atom, which includes the direct alkylation of indole derivatives with tert-butyl (2S)-(p-tolylsulfonyloxy)propionate, obtained from commercial ethyl (S)-lactate with subsequent conversion to the corresponding p-toluenesulfonyloxy derivative by hydrolysis, and esterification.

Synthesis and characterization of chiral N-O turns induced by α-aminoxy acids

Chiral α-aminoxy acids of various side chains were synthesized with high optical purity starting from chiral α-amino acids. The conformations of diamides 13a-e, 15, and 16 were probed by using NMR, FT-IR, and CD spectroscopic methods as well as X-ray crystallography. The right-handed turns with eight-membered-ring intramolecular hydrogen bonds between adjacent residues (called the N-O turns) were found to be preferred for D-aminoxy acid residues, and they were independent of the side chains. The rigid chiral N-O turns should have great potential in molecular design.