454248-53-4

Basic information

• Product Name: Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate
• Synonyms: Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate;(R)-tert-Butyl 4-methyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide;2-Methyl-2-Propanyl (4R)-4-Methyl-1,2,3-Oxathiazolidine-3-Carboxylate 2,2-Dioxide;(4R)-2,2-Dioxido-4-methyl-1,2,3-oxathiazolidine,N-BOCprotected;(R)-4-Methyl-2,2-dioxo-2l6-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester
• CAS NO: 454248-53-4
• Molecular Formula: C₈H₁₅NO₅S
• Molecular Weight: 237.28
• Mol File: 454248-53-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 120-121 °C
• Boiling Point: 293.5±23.0 °C(Predicted)
• Appearance: /
• Density: 1.285±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -13.53±0.40(Predicted)
• CAS DataBase Reference: Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate(454248-53-4)
• EPA Substance Registry System: Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate(454248-53-4)

Safety Data

• Hazardous Substances Data: 454248-53-4(Hazardous Substances Data)

Usage

Description

Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate is a white, crystalline chemical compound belonging to the oxathiazolidine-3-carboxylate family. It is characterized by its molecular formula C9H15NO5S and a molecular weight of 253.28 g/mol. Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate is recognized for its unique chemical structure and reactivity, which allows it to form stable complexes with various metal ions, and it is commonly utilized as a reagent in organic synthesis and pharmaceutical research.

Uses

Used in Organic Synthesis:
Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, contributing to the formation of complex organic molecules.
Used in Pharmaceutical Research:
In pharmaceutical research, Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate is employed as a reagent to aid in the development of new drugs and biologically active compounds, leveraging its unique chemical properties.
Used in Metal-Containing Materials Production:
Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate is used as a component in the production of metal-containing materials due to its capacity to form stable complexes with metal ions, which is valuable in creating materials with specific properties.
Used in Catalyst Development:
Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate is also utilized in the development of catalysts, where its metal-ion complexing ability can enhance the efficiency and selectivity of catalytic processes in various chemical industries.
Used in the Development of New Drugs:
Due to its unique chemical structure and reactivity, Tert-Butyl (R)-4-Methyl-2,2-Dioxo-[1,2,3]Oxathiazolidine-3-Carboxylate has potential applications in the development of new drugs, where it may contribute to the creation of pharmaceuticals with novel mechanisms of action or improved therapeutic profiles.

Upstream product

• 129991-09-9 (R)-N-Boc-2-aminobutane 
• 79069-13-9 (R)-2-tertbutoxycarbonylamino-1-propanol 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 1338090-90-6 [(R)-1-methyl-2-(3-trifluoromethylphenyl)ethyl]carbamic acid tert-butyl ester 
• 454248-61-4 (R)-4-methyl-1,2,3-oxathiazolidine 2,2-dioxide 
• 167421-83-2 tert-butyl N-[(1R)-1-methyl-2-phenylethyl]carbamate 
• 847199-90-0 tert-butyl (R)-(1-(1H-indol-3-yl)propan-2-yl)carbamate 

Relevant articles and documents

PROCESSES FOR MAKING SERD TRICYCLIC COMPOUNDS HAVING A SUBSTITUTED PHENYL OR PYRIDINYL MOIETY

Provided herein are processes for the preparation of compounds useful in the treatment of cancer.

Synthesis method for tert-butyl 1,2,3-oxathiazolidine-3-carboxylic ester 2,2-dioxide compound

The invention relates to a synthesis method for a tert-butyl 1,2,3-oxathiazolidine-3-carboxylic ester 2,2-dioxide compound. The tert-butyl 1,2,3-oxathiazolidine-3-carboxylic ester 2,2-dioxide compoundhas a structural formula as shown in a formula I which is described in the specification. The synthesis method comprises the step of allowing a compound as shown in a formula II which is described inthe specification with sulfonyl chloride in the presence of an organic solvent to generate the compound as shown in the formula I. The structural formula of the compound as shown in the formula I andthe structural formula of the compound as shown in the formula II are described in the specification. The synthesis method disclosed by the invention is simple to operate; compared with a conventional published two-step method, the synthesis method provided by the invention only needs one step; and the synthesis method is more convenient, reduces byproducts, is high in yield, does not need to usea catalyst and a highly-toxic substance in the reaction, and is safe and low in cost.

Discovery of N-Substituted 3-Amino-4-(3-boronopropyl)pyrrolidine-3-carboxylic Acids as Highly Potent Third-Generation Inhibitors of Human Arginase i and II

Recent efforts to identify new highly potent arginase inhibitors have resulted in the discovery of a novel family of (3R,4S)-3-amino-4-(3-boronopropyl)pyrrolidine-3-carboxylic acid analogues with up to a 1000-fold increase in potency relative to the current standards, 2-amino-6-boronohexanoic acid (ABH) and N-hydroxy-nor-l-arginine (nor-NOHA). The lead candidate, with an N-2-amino-3-phenylpropyl substituent (NED-3238), example 43, inhibits arginase I and II with IC50 values of 1.3 and 8.1 nM, respectively. Herein, we report the design, synthesis, and structure-activity relationships for this novel series of inhibitors, along with X-ray crystallographic data for selected examples bound to human arginase II.