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301248

Sigma-Aldrich

Tris[2-(2-methoxyethoxy)ethyl]amine

95%

Synonym(s):

TDA-1, Tris(3,6-dioxaheptyl)amine

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About This Item

Linear Formula:
(CH3OCH2CH2OCH2CH2)3N
CAS Number:
70384-51-9
Molecular Weight:
323.43
Beilstein:
2369296
EC Number:
274-590-5
MDL number:
MFCD00010748
UNSPSC Code:
12352100
PubChem Substance ID:
24858174
NACRES:
NA.22

Quality Level

200

Assay

95%

form

liquid

refractive index

n20/D 1.4486 (lit.)

density

1.011 g/mL at 25 °C (lit.)

SMILES string

COCCOCCN(CCOCCOC)CCOCCOC

InChI

1S/C15H33NO6/c1-17-10-13-20-7-4-16(5-8-21-14-11-18-2)6-9-22-15-12-19-3/h4-15H2,1-3H3

InChI key

XGLVDUUYFKXKPL-UHFFFAOYSA-N

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Application

Tris[2-(2-methoxyethoxy)ethyl]amine was used:
  • in oxidation of arylmethanols under phase-transfer conditions
  • as cryptand during phase-transfer glycosylation of 2-amino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine
  • as phase-transfer catalyst in synthesis of 1,3-dideaza-2′-deoxyadenosine and related benzimidazole 2′-deoxyribonucleosides

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1C

WGK

WGK 2

Flash Point(F)

closed cup

Flash Point(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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Phase-Transfer Catalysed Permanganate Oxidations Using Tris [2-(2-Methoxyethoxy) Ethyl] Amine (Tda-1).
Mckillop A and Mills LS.
Synthetic Communications, 17(6), 647-655 (1987)
Liquid-liquid and solid-liquid phase-transfer glycosylation of pyrrolo [2, 3-d] pyrimidines: stereospecific synthesis of 2-deoxy-?-D-ribofuranosides related to 2'-deoxy-7-carbaguanosine.
Seela F, et al.
Journal of the Chemical Society. Perkin Transactions 1, 3, 697-702 (1998)
Stereoselective glycosylation of nitrobenzimidazole anions: synthesis of 1, 3-dideaza-2'-deoxyadenosine and related 2'-deoxyribofuranosides.
Seela F and Bourgeois W.
Synthesis, 12, 912-918 (1989)
Falk Kunkel et al.
Molecules (Basel, Switzerland), 20(11), 20805-20822 (2015-11-28)
DNA methyltransferases (MTases) catalyze the transfer of the activated methyl group of the cofactor S-adenosyl-l-methionine (AdoMet or SAM) to the exocyclic amino groups of adenine or cytosine or the C5 ring atom of cytosine within specific DNA sequences. The DNA

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