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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

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

323.6 °F - closed cup

Flash Point(C)

162 °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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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)
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)
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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