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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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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