N-methyl-(4S)-methyl-(5R)-phenyl-1,2,3-oxathiazolidine S,S-dioxide

Base Information

• Chemical Name: N-methyl-(4S)-methyl-(5R)-phenyl-1,2,3-oxathiazolidine S,S-dioxide
• CAS No.: 161511-56-4
• Molecular Formula: C₁₀H₁₃NO₃S
• Molecular Weight: 227.284
• Mol file: 161511-56-4.mol

Synonyms:N-methyl-(4S)-methyl-(5R)-phenyl-1,2,3-oxathiazolidine S,S-dioxide

Chemical Property of N-methyl-(4S)-methyl-(5R)-phenyl-1,2,3-oxathiazolidine S,S-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-methyl-(4S)-methyl-(5R)-phenyl-1,2,3-oxathiazolidine S,S-dioxide

There total 3 articles about N-methyl-(4S)-methyl-(5R)-phenyl-1,2,3-oxathiazolidine S,S-dioxide 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:

N-methyl-(4S)-methyl-(5R)-phenyl-1,2,3-oxathiazolidine S-oxide (1091606-74-4) → N-methyl-(4S)-methyl-(5R)-phenyl-1,2,3-oxathiazolidine S,S-dioxide (161511-56-4,823785-72-4)

Guidance literature:

With ruthenium trichloride; sodium periodate; In water; acetonitrile; for 2h; Yield given; Ambient temperature;

DOI:10.1021/jm00005a008

Reference yield:

ephedrine (299-42-3,7009-81-6,90-83-5,6912-63-6) → N-methyl-(4S)-methyl-(5R)-phenyl-1,2,3-oxathiazolidine S,S-dioxide (161511-56-4,823785-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂; imidazole; Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

2: 15.70 g / RuCl₃*3H₂O; NaIO₄ / H₂O; acetonitrile / 0 °C

With 1H-imidazole; ruthenium trichloride; sodium periodate; thionyl chloride; triethylamine; In dichloromethane; water; acetonitrile;

DOI:10.1021/ol051437k

Reference yield:

ephedrine (299-42-3,7009-81-6,90-83-5,6912-63-6) → N-methyl-(4S)-methyl-(5R)-phenyl-1,2,3-oxathiazolidine S,S-dioxide (161511-56-4,823785-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / SOCl₂, Et₃N / CH₂Cl₂ / 18 h / -78 - 20 °C

2: NaIO₄, RuCl₃*H₂O / acetonitrile; H₂O / 2 h / Ambient temperature

With ruthenium trichloride; sodium periodate; thionyl chloride; triethylamine; In dichloromethane; water; acetonitrile;

DOI:10.1021/jm00005a008

upstream raw materials:

N-methyl-(4S)-methyl-(5R)-phenyl-1,2,3-oxathiazolidine S-oxide

ephedrine

Downstream raw materials:

(1S,2S)-1-[18F]fluoro-1-deoxypseudoephedrine

(1'S,2'S)-2-(2-methylamino-1-phenylpropyl)isoindole-1,3-dione

(3R,4S,5S)-diisopropyl (1,5-dimethyl-2-oxo-4-phenylpyrrolidin-3-yl)phosphonate

Refernces

• 1、 -. "METHOD FOR THE PREPARATION OF AMINOPHOSPHINE LIGANDS AND THEIR USE IN METAL CATALYSTS". Page/Page column 53. . Retrieved 2009/01/24.
• 2、 Van Dort,Jung,Sherman,Kilbourn,Wieland. "Fluorine for hydroxy substitution in biogenic amines: Asymmetric synthesis and biological evaluation of fluorine-18-labeled β-fluorophenylalkylamines as model systems". . p. 810 - 815. Retrieved 2007/10/02.