1209467-60-6

Basic information

• Product Name: tert-butyl (4R)-2,2-dioxo-4-phenyl-1,2,3-oxathiazolidine-3-carboxylate
• Synonyms: tert-butyl (4R)-2,2-dioxo-4-phenyl-1,2,3-oxathiazolidine-3-carboxylate;(4R)-4-Phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97%;(R)-3-Boc-4-phenyl-1,2,3-oxathiazolidine 2,2-dioxide;(4R)-2,2-DIOXIDO-4-PHENYL-1,2,3-OXATHIAZOLIDINE, N-BOC PROTECTED
• CAS NO: 1209467-60-6
• Molecular Formula: C₁₃H₁₇NO₅S
• Molecular Weight: 299.34278
• Mol File: 1209467-60-6.mol
• Article Data: 3

Chemical Properties

• Appearance: white/solid
• Sensitive: air sensitive, store cold
• CAS DataBase Reference: tert-butyl (4R)-2,2-dioxo-4-phenyl-1,2,3-oxathiazolidine-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (4R)-2,2-dioxo-4-phenyl-1,2,3-oxathiazolidine-3-carboxylate(1209467-60-6)
• EPA Substance Registry System: tert-butyl (4R)-2,2-dioxo-4-phenyl-1,2,3-oxathiazolidine-3-carboxylate(1209467-60-6)

Safety Data

• Hazardous Substances Data: 1209467-60-6(Hazardous Substances Data)

Usage

General Description

Tert-butyl (4R)-2,2-dioxo-4-phenyl-1,2,3-oxathiazolidine-3-carboxylate is a chemical compound with a molecular formula of C14H15NO4S. It is a derivative of oxathiazolidine and is used in organic synthesis as a reagent and building block for the preparation of various pharmaceutical and agrochemical compounds. tert-butyl (4R)-2,2-dioxo-4-phenyl-1,2,3-oxathiazolidine-3-carboxylate has potential applications in medicinal chemistry, particularly in the development of new drugs and bioactive molecules due to its unique structure and reactivity. Additionally, it is also utilized in research and development activities in the field of organic and pharmaceutical chemistry.

Upstream product

• 1025505-76-3 (R)-4-phenyl-[1,2,3]-oxathiazolidine 2,2-dioxide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 67341-01-9 (R)-N-(tert-butoxycarbonyl)phenylglycinol 

Downstream Products

• 1441005-66-8 C₁₉H₂₃BrN₂O₃ 
• 1441005-95-3 (R)-tert-butyl 6-methyl-3-phenyl-2H-benzo[b][1,4]oxazine-4(3H)-carboxylate 
• 1441005-63-5 C₂₀H₂₄BrNO₃ 
• 1441005-92-0 (R)-tert-butyl 3-phenyl-3,4-dihydro-2H-1,4-benzoxazine-4-carboxylate 
• 1441005-60-2 C₁₉H₂₂BrNO₃ 

Relevant articles and documents

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.

Enantioselective synthesis of cyclic sulfamidates by using chiral rhodium-catalyzed asymmetric transfer hydrogenation

Asymmetric transfer hydrogenation (ATH) of cyclic sulfamidate imines 4 and 9, using a HCO2H/Et3N mixture as the hydrogen source and well-defined chiral Rh catalysts (S,S)- or (R,R)-2, CpRhCl(TsDPEN), effectively produces the corresponding cyclic sulfamidates with excellent yields and enantioselectivities at room temperature within 0.5 h. ATH of 4,5-disubstituted imines 9, having preexisting stereogenic centers, is shown to take place with dynamic kinetic resolution.