(4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97%

Base Information

• Chemical Name: (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: 313.375
• Mol file: 1091606-65-3.mol

Synonyms:(4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97%

Chemical Property of (4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97%

Chemical Property:

• Melting Point: 116.2-117.0 °C
• Boiling Point: 403.8±48.0 °C(Predicted)
• PKA: -14.04±0.60(Predicted)
• PSA: 81.29000
• Density: 1.259±0.06 g/cm3(Predicted)
• LogP: 3.64700
• Sensitive.: air sensitive

Purity/Quality:

97% ^*data from raw suppliers

(4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97%

There total 9 articles about (4S,5R)-4-Methyl-5-phenyl-1,2,3-oxathiazolidine-2,2-dioxide-3-carboxylic acid t-butyl ester, min. 97% 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: 96.3%

di-tert-butyl dicarbonate (24424-99-5) + (4S,5R)-4-methyl-5-phenyl-[1,2,3]oxathiazolidine 2,2-dioxide (1380313-45-0) → (4S,5R)-4-methyl-2,2-dioxo-5-phenyl-2γ6-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester (1091606-65-3)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 0.166667h; optical yield given as %ee;

DOI:10.1021/jo300867y

Reference yield: 49.0%

tert-butyl ((1R,2S)-1-hydroxy-1-phenylpropan-2-yl)carbamate (113322-99-9) → (4S,5R)-4-methyl-2,2-dioxo-5-phenyl-2γ6-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester (1091606-65-3)

Guidance literature:

tert-butyl ((1R,2S)-1-hydroxy-1-phenylpropan-2-yl)carbamate; With thionyl chloride; In acetonitrile; at -40 ℃; for 0.166667h; Inert atmosphere;

With pyridine; In acetonitrile; at -40 - 0 ℃; for 2h; Inert atmosphere;

With sodium periodate; ruthenium(III) chloride trihydrate; In water; acetonitrile; for 1h;

DOI:10.1002/anie.201610816

Reference yield: 34.0%

→ (4S,5R)-4-methyl-2,2-dioxo-5-phenyl-2γ6-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester (1091606-65-3)

Guidance literature:

upstream raw materials:

C₁₄H₁₉NO₄S

4-methyl-5-phenyl-5H-[1,2,3]oxathiazole 2,2-dioxide

di-tert-butyl dicarbonate

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

Downstream raw materials:

tert-butyl (1S,2S)-1-(diphenylphosphino)-1-phenylpropan-2-ylcarbamate

(1S,2S)-2-amino-1-phenylpropanol

(4S,5S)-2-(tert-butoxycarbonyl-amino)-1-(benzoyloxy)-1-phenylpropane

Refernces

• 1、 Lee, Hyeon-Kyu,Kang, Soyeong,Choi, Eun Bok. "Stereoselective synthesis of norephedrine and norpseudoephedrine by using asymmetric transfer hydrogenation accompanied by dynamic kinetic resolution". . p. 5454 - 5460. Retrieved 2012/08/27.
• 2、 -. "METHOD FOR THE PREPARATION OF AMINOPHOSPHINE LIGANDS AND THEIR USE IN METAL CATALYSTS". Page/Page column 38. . Retrieved 2009/01/24.