13650-70-9

Basic information

• Product Name: tert-Butyl L-lactate
• Synonyms: tert-Butyl L-lactate;tert-Butyl (S)-(-)-lactate;(S)-tert-butyl 2-hydroxypropanoate
• CAS NO: 13650-70-9
• Molecular Formula: C₇H₁₄O₃
• Molecular Weight: 146.09
• Product Categories: API intermediates
• Mol File: 13650-70-9.mol

Chemical Properties

• Melting Point: 42 °C
• Boiling Point: 161.821 °C at 760 mmHg
• Flash Point: 49.141 °C
• Appearance: /
• Density: 1.005 g/cm³
• Vapor Pressure: 0.77mmHg at 25°C
• Refractive Index: 1.431
• PKA: 13.07±0.20(Predicted)
• CAS DataBase Reference: tert-Butyl L-lactate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl L-lactate(13650-70-9)
• EPA Substance Registry System: tert-Butyl L-lactate(13650-70-9)

Safety Data

• Hazardous Substances Data: 13650-70-9(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
Tert-Butyl L-lactate is used as a flavoring agent for its fruity and sweet odor, enhancing the aromatic profile of various food products.
Used in Cosmetic Industry:
Tert-Butyl L-lactate is used as a fragrance ingredient in cosmetic products, providing a pleasant scent and improving the overall sensory experience.
Used as a Solvent:
Due to its chemical properties, Tert-Butyl L-lactate is utilized as a solvent in various industrial applications, facilitating the dissolution of other substances.
Used as a Starting Material for Chemical Synthesis:
Tert-Butyl L-lactate serves as a starting material for the synthesis of other chemicals, contributing to the production of a range of consumer goods and industrial products.
Used in Consumer Goods and Industrial Applications:
Owing to its low toxicity and pleasant scent, Tert-Butyl L-lactate is widely utilized in a variety of consumer goods and industrial applications, ensuring safety and enhancing the sensory experience of the end products.

InChI:InChI=1/C7H14O3/c1-5(8)6(9)10-7(2,3)4/h5,8H,1-4H3/t5-/m0/s1

Upstream product

• 79-33-4 L-Lactic acid 
• 71432-55-8 2-tert-butyl-1,3-diisopropylisourea 
• 535-17-1 (S)-2-acetoxypropionic acid 
• 115-11-7 isobutene 
• 76849-54-2 t-butyl pyruvate 
• 120444-05-5 (?)-(2S)-acetoxypropionic acid tert-butyl ester 
• 75-65-0 tert-butyl alcohol 
• 540-88-5 acetic acid tert-butyl ester 

Downstream Products

• 13498-61-8 Benzyloxycarbonyl-L-val-L-milchsaeure-tert.butylester 
• 118234-92-7 (S)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid (S)-1-tert-butoxycarbonyl-ethyl ester 
• 82301-81-3 O-Peoc-Milchsaeure-t-butylester 
• 92269-65-3 Peoc-Val-Lac-OtBu 
• 75521-96-9 Mtpc-L-Leu-L-Lac-OtBu 
• 380886-36-2 (R)-tert-butyl 2-((1,3-dioxoisoindolin-2-yl)oxy)propanoate 
• 380886-41-9 D-tert-butyl 2-p-chlorophenylcarbonyl-aminoxy-propanoate 
• 170450-78-9 2(R)-Isobutyl-3(S)-methylsuccinic acid 1-<4(S)-(phenylmethyl)-2-oxooxazolidinamide>-4-(tert-butyl ester) 
• 888972-87-0 (2S)-2-[4-fluoro-2-[[4-(phenylacetyl)-1-piperazinyl]methyl]phenoxy]-propanoic acid, 1,1-dimethylethyl ester 
• 877383-17-0 1,1-dimethylethyl (2S)-2-(4-chloro-2-iodophenoxy)propanoate 
• 779331-29-2 2-[4-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-(2s)-propanoic acid 1,1-dimethylethyl ester 
• 1029715-06-7 tert-butyl 2-[4-(2-aminopyrimidin-5-yl)-2-fluorophenoxy]propionate 
• 1091604-01-1 C₂₆H₂₉N₃O₇ 

Relevant articles and documents

Preparation method of (R)-(+)-2-p-hydroxyl phenoxyl propionic acid

The invention relates to a preparation method of (R)-(+)-2-p-hydroxyl phenoxyl propionic acid. The method comprises the following steps of taking (S)-(-)-lactic acid as a raw material, and performingthree-step reaction, i.e., esterification, nucleophilic substitution and hydrolysis to obtain a target compound. A synthetic process for the (R)-(+)-2-p-hydroxyl phenoxyl propionic acid is further optimized, and the optimum reaction condition and reagent are screened. According to the preparation method designed in the invention, the reaction steps are shortened, and the yield and optical purity of the (R)-(+)-2-p-hydroxyl phenoxyl propionic acid are improved.

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.

α-Aminoxy Oligopeptides: Synthesis, Secondary Structure, and Cytotoxicity of a New Class of Anticancer Foldamers

α-Aminoxy peptides are peptidomimetic foldamers with high proteolytic and conformational stability. To gain an improved synthetic access to α-aminoxy oligopeptides we used a straightforward combination of solution- and solid-phase-supported methods and obtained oligomers that showed a remarkable anticancer activity against a panel of cancer cell lines. We solved the first X-ray crystal structure of an α-aminoxy peptide with multiple turns around the helical axis. The crystal structure revealed a right-handed 28-helical conformation with precisely two residues per turn and a helical pitch of 5.8 ?. By 2D ROESY experiments, molecular dynamics simulations, and CD spectroscopy we were able to identify the 28-helix as the predominant conformation in organic solvents. In aqueous solution, the α-aminoxy peptides exist in the 28-helical conformation at acidic pH, but exhibit remarkable changes in the secondary structure with increasing pH. The most cytotoxic α-aminoxy peptides have an increased propensity to take up a 28-helical conformation in the presence of a model membrane. This indicates a correlation between the 28-helical conformation and the membranolytic activity observed in mode of action studies, thereby providing novel insights in the folding properties and the biological activity of α-aminoxy peptides.

METHODS AND COMPOSITIONS FOR PREVENTING OPIOID ABUSE

Abuse-resistant opioid compounds, drug delivery systems, pharmaceutical compositions comprising an opioid covalently bound to a chemical moiety are provided. Methods of delivering an active ingredient to a subject and methods of preventing opioid abuse are also provided.

Total synthesis of carolacton, a highly potent biofilm inhibitor

Metals are the key players in the synthesis of caralacton, a strong inhibitor of bacterial biofilms. The total synthesis is based on several metal-mediated key transformations such as the Ley and the Duthaler-Hafner aldol reactions, the Marshall reaction and Breit's substitution, as well as the Nozaki-Hiyama-Kishi and Negishi-Fu C-C coupling reactions. Copyright

Organosoluble zirconium phosphonate nanocomposites and their supported chiral ruthenium catalysts: The first example of homogenization of inorganic-supported catalyst in asymmetric hydrogenation

In this article, we report the synthesis, structure, morphologies, and asymmetric catalytic properties of a series of novel organosoluble zirconium phosphonate nanocomposites and their supported chiral ruthenium catalysts, which have a good organosolubility (0.1-0.5 g mL-1) in various solvents and mesoporous, filiform, and layered structures. Due to the organosoluble properties in various organic solvents, the first homogenization of zirconium phosphonate-supported catalyst was realized in the field of catalysis. In the asymmetric hydrogenation of substituted α-ketoesters, enantioselectivities (74.3-84.7% ee) and isolated yields (86.7-93.6%) were higher than the corresponding homogeneous Ru(p-cymene)(S-BINAP)Cl2 due to the confinement effect caused by the remaining mesopores in the backbone of the zirconium phosphonate. After completing the reaction, the supported catalyst can be readily recovered in quantitative yield by adding cyclohexane and centrifugation, and reused for five consecutive runs without significant loss in catalytic activity.

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.

Zinc-catalyzed enantiospecific sp3-sp3 cross-coupling of α-hydroxy ester triflates with grignard reagents

(Chemical Equation Presented) Zinc chloride does the trick and efficiently catalyzes the enantiospecific cross-coupling of α-hydroxy ester triflates with Grignard reagents under mild conditions. Enantiopure α-hydroxy esters are directly available from the chiral pool or by diazotization of α-amino acids. Substantial variations in both reacting partners are tolerated making this methodology an attractive alternative to enolate alkylation featuring a reversal of polarity.

PROCESS FOR PRODUCING CHAIN OLIGOLACTIC ACID ESTER

An object of the present invention is to establish a method for directly synthesizing an oligolactic acid ester having a specific chain length as a single compound. According to the present invention, there is provided a method for producing a compound represented by formula (1): (in the formula (1), X represents a hydrogen atom or a protective group for a hydroxyl group, Y represents a hydrogen atom or a lower alkyl group, and p represents an integer of 2 to 19, satisfying m+n+1=p), which comprises reacting a compound represented by formula (2) defined in the specification with a compound represented by formula (3) defined in the specification.

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.