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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

Assay

97%

form

solid

mp

202-207 °C

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

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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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
Diego Serrano et al.
Molecular cell, 80(6), 1025-1038 (2020-12-11)
The structural organization of chromosomes is a crucial feature that defines the functional state of genes and genomes. The extent of structural changes experienced by genomes of eukaryotic cells can be dramatic and spans several orders of magnitude. At the
An update on new methods to synthesize cyclotetrapeptides
Rodriguez LML, et al
Organic & Biomolecular Chemistry, 13(25), 6906-6921 (2015)
Total synthesis of unguisin A
Hunter L and Chung JH
The Journal of Organic Chemistry, 76(13), 5502-5505 (2011)
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