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74104

Sigma-Aldrich

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride

≥97.0% (calc. on dry substance, AT), for peptide synthesis

Synonym(s):

DMTMM, MMTM

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About This Item

Empirical Formula (Hill Notation):
C10H17ClN4O3
CAS Number:
3945-69-5
Molecular Weight:
276.72
Beilstein:
8026872
MDL number:
MFCD03613550
UNSPSC Code:
12352005
PubChem Substance ID:
57652501
NACRES:
NA.22

product name

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, 95% (HPLC)

Assay

95% (HPLC)

form

powder

reaction suitability

reaction type: Coupling Reactions

impurities

≤17 wt. % water

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

[Cl-].COc1nc(OC)nc(n1)[N+]2(C)CCOCC2

InChI

1S/C10H17N4O3.ClH/c1-14(4-6-17-7-5-14)8-11-9(15-2)13-10(12-8)16-3;/h4-7H2,1-3H3;1H/q+1;/p-1

InChI key

BMTZEAOGFDXDAD-UHFFFAOYSA-M

Application

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.

Reagent for activating carboxylic acids in solution and solid phase peptide synthesis; superior or comparable to the most popular coupling reagents

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

198.5 °F - closed cup

Flash Point(C)

92.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Esterification of carboxylic acids with alcohols by 4-(4, 6-dimethoxy-1, 3, 5-triazin-2-yl)-4-methyl-morpholinium chloride (DMTMM).
Kunishima M
Synlett, 1999(08), 1255-1256 (1999)
Chameen Samarawickrama et al.
Cornea, 37(5), 609-616 (2017-11-28)
To describe the use of collagen-based alternatives to cyanoacrylate glue for the sealing of acute corneal perforations. A collagen analog comprising a collagen-like peptide conjugated to polyethylene glycol (CLP-PEG) and its chemical crosslinker were tested for biocompatibility. These CLP-PEG hydrogels
Vianney Delplace et al.
Biomacromolecules, 21(6), 2421-2431 (2020-04-11)
A hydrogel that can deliver both proteins and cells enables the local microenvironment of transplanted cells to be manipulated with a single injection. Toward this goal, we designed a hydrogel suitable for the co-delivery of neural stem cells and chondroitinase
M. Kunishima et al.
Tetrahedron Letters, 40, 5327-5327 (1999)
Synthesis and characterization of 4-(4, 6-dimethoxy-1, 3, 5-triazin-2-yl)-4-methylmorpholinium chloride.
Kunishima M
Tetrahedron Letters, 40(29), 5327-5330 (1999)
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