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749613

Sigma-Aldrich

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

97%

Synonym(s):

DMTMM, MMTM

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About This Item

Empirical Formula (Hill Notation):
C10H17BF4N4O3
Molecular Weight:
328.07
MDL number:
MFCD11045040
UNSPSC Code:
12352005
PubChem Substance ID:
329766006
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

202-207 °C

functional group

ether

SMILES string

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

InChI

1S/C10H17N4O3.BF4/c1-14(4-6-17-7-5-14)8-11-9(15-2)13-10(12-8)16-3;2-1(3,4)5/h4-7H2,1-3H3;/q+1;-1

InChI key

LCRXDNPNQMIQFZ-UHFFFAOYSA-N

Application

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium tetrafluoroborate (DMTMM BF4) can be used as a coupling reagent alternative to DMTMM Cl in peptide synthesis because of its stability. It is also used in the synthesis of:
  • Esters and peptides in both solution and solid-phase.
  • γ-aminobutyric acid (GABA)-containing cyclic heptapeptide, unguisin A.
  • The cyclization of linear tetrapeptides.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ2477
MKCN8786
MKCJ5692
MKCJ5694
MKCG9717

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George Lo Huang et al.
Nanomaterials (Basel, Switzerland), 9(5) (2019-05-12)
Indoleamine 2,3-dioxygenase (IDO) is an immunomodulating enzyme that is overexpressed in many cancers with poor prognosis. IDO suppresses T cell immunity by catabolizing tryptophan into kynurenine (KYN), which induces apoptosis in T effector cells and enhances T regulatory cells, providing
Xiaoqin Zhang et al.
Carbohydrate polymers, 247, 116749-116749 (2020-08-25)
To enhance the drug delivery efficiency of hyaluronic acid (HA), we designed and prepared glycodendron and pyropheophorbide-a (Ppa)-functionalized HA (HA-Ppa-Dendron) as a nanosystem for cancer photodynamic therapy. Linear Ppa-modified HA (HA-Ppa) was also prepared as a control. Cellular uptake of
An improved process for the synthesis of DMTMM-based coupling reagents
Raw SA
Tetrahedron Letters, 50(8), 946-948 (2009)
Total synthesis of unguisin A
Hunter L and Chung JH
The Journal of Organic Chemistry, 76(13), 5502-5505 (2011)
Maria Laura Alfieri et al.
Antioxidants (Basel, Switzerland), 9(3) (2020-03-22)
The ability of gelatin-based hydrogels of incorporating and releasing under controlled conditions 5,6-dihydroxyindole-2-carboxylic acid (DHICA), a melanin-related metabolite endowed with marked antioxidant properties was investigated. The methyl ester of DHICA, MeDHICA, was also tested in view of its higher stability
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