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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
Tetrahedron, 55, 13159-13159 (1999)
Jaemoon Jun et al.
ACS applied materials & interfaces, 8(48), 33139-33147 (2016-12-10)
Due to rapid advances in technology which have contributed to the development of portable equipment, highly sensitive and selective sensor technology is in demand. In particular, many approaches to the modification of wireless sensor systems have been studied. Wireless systems
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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