BTZ043

Base Information

• Chemical Name: BTZ043
• CAS No.: 1161233-85-7
• Molecular Formula: C17H16F3N3O5S
• Molecular Weight: 431.3862
• Mol file: 1161233-85-7.mol

Synonyms:2-[(3S)-3-Methyl-1, 4-dioxa-8-azaspiro[4.5]decan-8-yl]-8-nitro-6-(trifluoromethyl)-1, 3-benzothiazin-4-one;

Chemical Property of BTZ043

Chemical Property:

• Boiling Point: 547.558 °C at 760 mmHg
• Flash Point: 284.953 °C
• PSA: 125.72000
• Density: 1.683 g/cm³
• LogP: 3.90350
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Very Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

BTZ043 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: BTZ043 is an inhibitor of the essential flavo-enzyme Decaprenylphosphoryl-beta-D-ribose 2-epimerase (DprE1).

Technology Process of BTZ043

There total 11 articles about BTZ043 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: 85.0%

(S)-1,2-Propanediol (4254-15-3,63625-56-9) + 8-nitro-2-(4-oxopiperidin-1-yl)-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-4-one (1396842-55-9) → 2-[(2S)-2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl]-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one (1161233-85-7,957217-65-1)

Guidance literature:

(S)-1,2-Propanediol; With trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

8-nitro-2-(4-oxopiperidin-1-yl)-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-4-one; In dichloromethane; for 0.333333h; Inert atmosphere;

DOI:10.1021/jm3008882

Reference yield: 76.0%

(S)-2-methyl-1,4-dioxa-8-azaspiro[4.5]decane (1344087-80-4) + 2‐(methylthio)‐8‐nitro‐6‐(trifluoromethyl)‐1,3‐ benzothiazin‐4‐one (1344087-73-5) → 2-[(2S)-2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl]-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one (1161233-85-7,957217-65-1)

Guidance literature:

In ethanol; at 50 - 60 ℃; for 0.333333h;

Reference yield: 73.0%

2-chloro-3-nitro-5-(trifluoromethyl)benzoyl chloride (87033-30-5) + C9H16N2O2S → 2-[(2S)-2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl]-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one (1161233-85-7,957217-65-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; at 20 ℃; Reflux;

DOI:10.1002/cmdc.202100733

upstream raw materials:

2-chloro-3-nitro-5-(trifluoromethyl)benzamide

(S)-2-methyl-1,4-dioxa-8-azaspiro[4.5]decane

2‐(methylthio)‐8‐nitro‐6‐(trifluoromethyl)‐1,3‐ benzothiazin‐4‐one

potassium ethyl xanthogenate

Refernces

• 1、 Karoli, Tomislav,Becker, Bernd,Zuegg, Johannes,M?llmann, Ute,Ramu, Soumya,Huang, Johnny X.,Cooper, Matthew A.. "Identification of antitubercular benzothiazinone compounds by ligand-based design". supporting information. p. 7940 - 7944. Retrieved 2012/10/29.
• 2、 -. "Process for the preparation of 2-aminosubstituted 1,3-benzothiazine-4-ones". . . Retrieved 2011/11/07.