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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

€75.10

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Product Name

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

Quality Level

100

Assay

95% (HPLC)

form

powder

reaction suitability

reaction type: Coupling Reactions

impurities

≤17 wt. % water

application(s)

peptide synthesis

functional group

ether

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.[1][2]
  • Esterification of carboxylic acids with alcohols to the corresponding esters.[3]
  • Conversion of carboxylic acids to the corresponding Weinreb amides in protic solvents.[4]

Reagent for activating carboxylic acids in solution and solid phase peptide synthesis; superior or comparable to the most popular coupling reagents[5][6]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1316
BCCK3622
BCCJ6584
BCCH6420
BCCJ9821

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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)
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)
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
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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