(R)-2-(2,2-dioxido-3,4-dihydrobenzo[e][1,2,3]oxathiazin-4-yl)-1-phenylethanone

Base Information

• Chemical Name: (R)-2-(2,2-dioxido-3,4-dihydrobenzo[e][1,2,3]oxathiazin-4-yl)-1-phenylethanone
• CAS No.: 1604833-18-2
• Molecular Formula: C₁₅H₁₃NO₄S
• Molecular Weight: 303.339
• Mol file: 1604833-18-2.mol

Synonyms:(R)-2-(2,2-dioxido-3,4-dihydrobenzo[e][1,2,3]oxathiazin-4-yl)-1-phenylethanone

Chemical Property of (R)-2-(2,2-dioxido-3,4-dihydrobenzo[e][1,2,3]oxathiazin-4-yl)-1-phenylethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(2,2-dioxido-3,4-dihydrobenzo[e][1,2,3]oxathiazin-4-yl)-1-phenylethanone

There total 4 articles about (R)-2-(2,2-dioxido-3,4-dihydrobenzo[e][1,2,3]oxathiazin-4-yl)-1-phenylethanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

3-oxo-3-phenylpropionic acid (614-20-0) + benzo[e][1,2,3]oxathiazine 2,2-dioxide (71730-46-6) → (R)-2-(2,2-dioxido-3,4-dihydrobenzo[e][1,2,3]oxathiazin-4-yl)-1-phenylethanone (1604833-18-2)

Guidance literature:

With copper(l) iodide; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In tetrahydrofuran; at -20 ℃; for 12h; Reagent/catalyst; Solvent; Time; Temperature; enantioselective reaction; Schlenk technique;

DOI:10.1021/ol500929d

Reference yield: 57.0%

benzo[e][1,2,3]oxathiazine 2,2-dioxide (71730-46-6) + acetophenone (98-86-2) → (R)-2-(2,2-dioxido-3,4-dihydrobenzo[e][1,2,3]oxathiazin-4-yl)-1-phenylethanone (1604833-18-2)

Guidance literature:

With trifluoroacetic acid; (8α, 9S)-9-amine-6'-methoxycinchonan; In toluene; at 25 ℃; for 96h; enantioselective reaction;

DOI:10.1002/asia.201601149

Reference yield:

3-oxo-3-phenylpropionic acid (614-20-0) + benzo[e][1,2,3]oxathiazine 2,2-dioxide (71730-46-6) → (R)-2-(2,2-dioxido-3,4-dihydrobenzo[e][1,2,3]oxathiazin-4-yl)-1-phenylethanone (1604833-18-2) + (S)-2-(2,2-dioxido-3,4-dihydrobenzo[e][1,2,3]oxathiazin-4-yl)-1-phenylethan-1-one

Guidance literature:

With copper(l) iodide; (4R,4'R)-2,2'-(propane-2,2'diyl)bis(4-phenyl-4,5-dihydrooxazole); In toluene; at 25 ℃; for 120h; Reagent/catalyst; Solvent; Temperature; Time; Overall yield = 90 %; enantioselective reaction;

DOI:10.1021/ol500929d

upstream raw materials:

3-oxo-3-phenylpropionic acid

benzo[e][1,2,3]oxathiazine 2,2-dioxide

acetophenone