1091606-65-3

Basic information

• Product Name: (4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97%
• Synonyms: (4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97%
• CAS NO: 1091606-65-3
• Molecular Formula: C₁₄H₁₉NO₅S
• Molecular Weight: 313.36936
• Mol File: 1091606-65-3.mol

Chemical Properties

• Melting Point: 116.2-117.0 °C
• Boiling Point: 403.8±48.0 °C(Predicted)
• Appearance: white/solid
• Density: 1.259±0.06 g/cm3(Predicted)
• PKA: -14.04±0.60(Predicted)
• Sensitive: air sensitive
• CAS DataBase Reference: (4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97%(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97%(1091606-65-3)
• EPA Substance Registry System: (4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97%(1091606-65-3)

Safety Data

• Hazardous Substances Data: 1091606-65-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
(4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97% is used as a building block for the production of various pharmaceuticals and fine chemicals. Its application in this field is due to its potential in the development of new drugs and its utility in medicinal chemistry.
Used in Organic Synthesis:
In the field of organic synthesis, (4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97% is used as a key intermediate for the synthesis of complex organic molecules. Its application in this industry is attributed to its structural properties that facilitate the creation of a wide range of compounds with diverse functionalities.

Upstream product

• 1206227-44-2 C₁₄H₁₉NO₄S 
• 113322-99-9 tert-butyl ((1R,2S)-1-hydroxy-1-phenylpropan-2-yl)carbamate 
• 492-41-1 (1R,2S)-norephedrine 
• 90-63-1 (RS)-1-hydroxy-1-phenylpropan-2-one 
• 25438-37-3 phenyl(trimethylsiloxy)acetonitrile 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1380313-45-0 (4S,5R)-4-methyl-5-phenyl-[1,2,3]oxathiazolidine 2,2-dioxide 
• 1380313-44-9 4-methyl-5-phenyl-5H-[1,2,3]oxathiazole 2,2-dioxide 

Downstream Products

• 1206227-49-7 tert-butyl (1S,2S)-1-(diphenylphosphino)-1-phenylpropan-2-ylcarbamate 
• 492-39-7 (1S,2S)-2-amino-1-phenylpropanol 
• 1380313-47-2 (4S,5S)-2-(tert-butoxycarbonyl-amino)-1-(benzoyloxy)-1-phenylpropane 

Relevant articles and documents

Discovery of a PCAF Bromodomain Chemical Probe

The p300/CBP-associated factor (PCAF) and related GCN5 bromodomain-containing lysine acetyl transferases are members of subfamily I of the bromodomain phylogenetic tree. Iterative cycles of rational inhibitor design and biophysical characterization led to the discovery of the triazolopthalazine-based L-45 (dubbed L-Moses) as the first potent, selective, and cell-active PCAF bromodomain (Brd) inhibitor. Synthesis from readily available (1R,2S)-(?)-norephedrine furnished L-45 in enantiopure form. L-45 was shown to disrupt PCAF-Brd histone H3.3 interaction in cells using a nanoBRET assay, and a co-crystal structure of L-45 with the homologous Brd PfGCN5 from Plasmodium falciparum rationalizes the high selectivity for PCAF and GCN5 bromodomains. Compound L-45 shows no observable cytotoxicity in peripheral blood mononuclear cells (PBMC), good cell-permeability, and metabolic stability in human and mouse liver microsomes, supporting its potential for in vivo use.

Stereoselective synthesis of norephedrine and norpseudoephedrine by using asymmetric transfer hydrogenation accompanied by dynamic kinetic resolution

Each of the enantiomers of both norephedrine and norpseudoephedrine were stereoselectively prepared from the common, prochiral cyclic sulfamidate imine of racemic 1-hydroxy-1-phenyl-propan-2-one by employing asymmetric transfer hydrogenation (ATH) catalyzed by the well-defined chiral Rh-complexes, (S,S)- or (R,R)-Cp*RhCl(TsDPEN), and HCO2H/Et3N as the hydrogen source. The ATH processes are carried out under mild conditions (rt, 15 min) and are accompanied by dynamic kinetic resolution.

Synthesis of chiral aminophosphines from chiral aminoalcohols via cyclic sulfamidates

(Chemical Equation Presented) Protic aminophosphines with multiple chiral centers were synthesized in good yields and high purity by the nucleophilic ring-opening of N-protected cyclic sulfamidates with metal phosphides, followed by hydrolysis and deprote

METHOD FOR THE PREPARATION OF AMINOPHOSPHINE LIGANDS AND THEIR USE IN METAL CATALYSTS

The present application is directed to i) a two-step method for synthesizing phosphme-ammophosphme (P,N,P) ligands, ii) the use of such ligands in the preparation of metal complexes as hydrogenation catalysts, and iii) ammophosphme (P,N) and phosphme-ammo