|
|
| | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl morpholinium chloride Basic information |
| Product Name: | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl morpholinium chloride | | Synonyms: | 4(-4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinumChloriden-Hydrate;4-(4,6-DiMethoxy-1,3,5-triazin-2-yl)-4-MethylMorpholiniuM chloride hydrate, 97+%;4-(4,6-Dimethoxy-1,3;4-(4,6-Dimethoxy-s-triazin-2-yl)-4-methyl-morpholinium Chloride;4-(4,6-DiMethoxy-1,3,5-triazin-2-yl)-4-MethylMorpholin-4-iuM chloride/DMTMM;MorpholiniuM,4-(4,6-diMethoxy-1,3,5-triazin-2-yl)-4-Methyl-, chloride (1:1);4-(4,6-DiMethoxy-1,3,5-triazin-2-yl)-4-MethylMorpholiniuM chloride >=96.0% (calc. on dry substance, AT);4-(4,6-Dimethoxy-1,3,5-triazine-2-yl)-4-methylmorpholinium chloride≥ 97% (HPLC) | | CAS: | 3945-69-5 | | MF: | C10H19ClN4O4 | | MW: | 294.74 | | EINECS: | 447-230-1 | | Product Categories: | API intermediates;Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Synthetic Organic Chemistry | | Mol File: | 3945-69-5.mol |  |
| | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl morpholinium chloride Chemical Properties |
| Melting point | 110-114 °C | | Fp | 92.5 °C | | storage temp. | -20°C | | solubility | DMSO (Slightly), Methanol (Sparingly), Water (Slightly) | | form | Powder or Chunks | | color | White | | Water Solubility | Soluble in water, Methanol. | | BRN | 8026872 | | Stability: | Hygroscopic | | Major Application | peptide synthesis | | InChI | InChI=1S/C10H17N4O3.ClH.H2O/c1-14(4-6-17-7-5-14)8-11-9(15-2)13-10(12-8)16-3;;/h4-7H2,1-3H3;1H;1H2/q+1;;/p-1 | | InChIKey | BMTZEAOGFDXDAD-UHFFFAOYSA-M | | SMILES | [N+]1(C)(CCOCC1)C1=NC(=NC(OC)=N1)OC.O.[Cl-] | | CAS DataBase Reference | 3945-69-5(CAS DataBase Reference) |
| Hazard Codes | C | | Risk Statements | 22-34-40-20/21/22 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 3261 8/PG 2 | | WGK Germany | 3 | | F | 10-21 | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29349990 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Acute Tox. 4 Oral
Skin Corr. 1B |
| | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl morpholinium chloride Usage And Synthesis |
| Chemical Properties | White powder or chunks | | Uses | DMTMM, a conjugating agent that efficiently conjugat PnPS to Luminex microspheres without affecting the antigenicity of a broad set of PnPS. | | Uses | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride hydrate is used as a pharmaceutical intermediate. It is used as a reagent for activating carboxylic acids in solution and solid phase peptide synthesis. | | Uses | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride can be used as a condensing agent for the following transformations:
- Condensation of carboxylic acids and amines to the corresponding amides in tetrahydrofuran.
- Esterification of carboxylic acids with alcohols to the corresponding esters.
- Conversion of carboxylic acids to the corresponding Weinreb amides in protic solvents.
| | reaction suitability | reaction type: Coupling Reactions | | Synthesis | GENERAL METHODS: N-methylmorpholine (NMM, 6.0 mmol) was slowly added dropwise to a stirred solution of 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT, 1.5 mmol) in anhydrous dichloromethane (CH2Cl2, 15 mL) under anhydrous conditions with continuous stirring for 10 min. Subsequently, Schiff base (1.0 mmol) and carboxylic acid (1.5 mmol) were added to the resulting white suspension of 4-(4,6-dimethoxytriazin-2-yl)-4-methylmorpholine hydrochloride (DMTMM salt) and the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was washed sequentially with saturated sodium bicarbonate solution (NaHCO3, 15 mL) and brine (15 mL), dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under reduced pressure. The product was purified by silica gel short column chromatography (with ethyl acetate (EtOAc) as eluent) or by crystallization from 2-azetidinone (3l-m) to give the pure product 2-azetidinone (3a-k, 3n-o). | | References | [1] Tetrahedron Letters, 1999, vol. 40, # 29, p. 5327 - 5330
[2] Tetrahedron, 1999, vol. 55, # 46, p. 13159 - 13170
[3] Tetrahedron Letters, 2010, vol. 51, # 1, p. 20 - 22
[4] Letters in Organic Chemistry, 2015, vol. 12, # 1, p. 44 - 49
[5] Tetrahedron Letters, 2002, vol. 43, # 18, p. 3323 - 3326 |
| | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl morpholinium chloride Preparation Products And Raw materials |
|