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367001

Sigma-Aldrich

4,4′,4′′-Trimethoxytrityl chloride

technical grade

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1 G
$38.00
5 G
$154.00

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1 G
$38.00
5 G
$154.00

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

$38.00

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grade

technical grade

Quality Level

100

form

powder

mp

146-148 °C (lit.)

functional group

chloro

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.[1]
  • To prepare protein tagging molecule (3-[tris(4-methoxyphenyl)methylsulfanyl]propanoic acid by reacting with thioacetic acid.[2]
  • To prepare C-2 amino trimethoxytrityl substituted nucleoside, which is a key intermediate for the synthesis of nucleoside based capping agent.[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ2978
STBG7964
STBB2443
09812AE
S33810

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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)
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)

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