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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

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.
  • 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

367001-VAR:
367001-1G:
367001-5G:
367001-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ2978
STBG7964
STBB2443
09812AE
S33810

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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)

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