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367001

Sigma-Aldrich

4,4′,4′′-Trimethoxytrityl chloride

technical grade

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About This Item

Linear Formula:
(CH3OC6H4)3CCl
CAS Number:
49757-42-8
Molecular Weight:
368.85
EC Number:
256-474-6
MDL number:
MFCD00008408
UNSPSC Code:
12352101
PubChem Substance ID:
24862380
NACRES:
NA.22

grade

technical grade

form

powder

mp

146-148 °C (lit.)

SMILES string

COc1ccc(cc1)C(Cl)(c2ccc(OC)cc2)c3ccc(OC)cc3

InChI

1S/C22H21ClO3/c1-24-19-10-4-16(5-11-19)22(23,17-6-12-20(25-2)13-7-17)18-8-14-21(26-3)15-9-18/h4-15H,1-3H3

InChI key

OBFCMKPFILBCSQ-UHFFFAOYSA-N

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Application

4,4′,4″-Trimethoxytrityl chloride can be used:
  • In one of the key synthetic steps for the preparation of two phosphoramidite building blocks.
  • To prepare protein tagging molecule (3-[tris(4-methoxyphenyl)methylsulfanyl]propanoic acid by reacting with thioacetic acid.
  • To prepare C-2 amino trimethoxytrityl substituted nucleoside, which is a key intermediate for the synthesis of nucleoside based capping agent.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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An effective method for the synthesis of the cap structure of eukaryotic messenger ribonucleic acids
Kamimura T, et al.
Tetrahedron Letters, 25(25), 2683-2686 (1984)
Novel reagents for terminal phosphorylation and thiophosphorylation of synthetic oligonucleotides
Guzaev AP and Manoharan M
Tetrahedron Letters, 42(29), 4769-4773 (2001)
Mass-tag enhanced immuno-laser desorption/ionization mass spectrometry for sensitive detection of intact protein antigens
Lorey M, et al.
Analytical Chemistry, 87(10), 5255-5262 (2015)

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