CAS 40615-36-9|4,4'-Dimethoxytrityl chloride|1-[chloro(4-methoxyphenyl)benzyl]-4-methoxybenzene|1-[chloro(4-methoxyphenyl)benzyl]-4-methoxybenzene|DMT-Cl|4,4′-二甲氧基氯化三苯甲烷|4,4′-Dimethoxytr...

General Information

Structure

Molecular Formula

C₂₁H₁₉ClO₂

Molecular Mass

338.82736

Exact Mass

338.10735753

Charge

InChI

InChI=1S/C21H19ClO2/c1-23-19-12-8-17(9-13-19)21(22,16-6-4-3-5-7-16)18-10-14-20(24-2)15-11-18/h3-15H,1-2H3

InChIKey

JBWYRBLDOOOJEU-UHFFFAOYSA-N

Canonic Smiles

COc1ccc(cc1)C(c1ccc(cc1)OC)(c1ccccc1)Cl

Isomeric Smiles

C(c1ccc(cc1)OC)(c1ccc(cc1)OC)(c1ccccc1)Cl

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

5.6776276

LogD (pH = 7.4)

5.6776276

Log P

5.6776276

Molar Refractivity

99.2889

Polarizability

38.210403

Polar Surface Area

18.46

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Names and Identifiers

Synonyms

4,4'-Dimethoxytrityl chloride4,4′-二甲氧基氯化三苯甲烷DMT-Cl4,4′-Dimethoxytrityl chloride4,4′-Dimethoxytriphenylmethyl chlorideDMT4,4′-Dimethoxytrityl chlorideChloro-4,4′-dimethoxytriphenylmethane4,4′-二甲氧基氯化三苯甲烷4,4′-二甲氧基三苯甲基氯氯-4,4′-二甲氧基三苯基甲烷4,4'-Dimethoxytriphenylmethyl chloride4,4'-Dimethoxytrityl chloride4,4'-二甲氧基三苯基氯甲烷

IUPAC Traditional name

1-[chloro(4-methoxyphenyl)benzyl]-4-methoxybenzene

IUPAC name

1-[chloro(4-methoxyphenyl)benzyl]-4-methoxybenzene

Names and Identifiers

Registration numbers

CAS Number

Beilstein Number

EC Number

MDL Number

PubChem SID

2484651116203393524864217

PubChem CID

96831

Registration numbers

Properties

Physical Property

Melting Point

119-123 °C(lit.)

123-125 °C

121-127°C

Pharmacology Properties

Gene Information

human ... HTR2A(3356), HTR2B(3357), HTR2C(3358)rat ... Htr1a(24473), Htr2a(29595)

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02150925

Protecting reagent for oligonucleotide synthesis.

Sigma Aldrich

100013

Packaging
5, 25 g in glass bottle
Application
Hydroxyl protecting group for nucleosides1,2,3 and nucleotides.4

38827

Other Notes
Useful protecting-group reagent1,2,3; Removal4
Packaging
10, 50 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• For selective protection and deprotection procedures for SH and OH groups in nucleoside derivatives, see: Synlett, 83 (1993).

• Selective cleavage in acid-sensitive nucleosides and nucleotides without competing N-glycosyl cleavage has also been accomplished by the use of 1,1,1,3,3,3-Hexafluoro-2-propanol, A12747: Tetrahedron Lett., 36, 7833 (1995). For deprotection with montmorillonite K 10 clay, see: J. Org. Chem., 61, 9026 (1996).

• Reagent for protection of alcohols, compare Chlorotriphenylmethane, A11799 as their dimethoxytrityl (Dmt) ethers. Mono-, di- and trimethoxytrityl chlorides form ethers of increasing acid-lability, each MeO group increasing the rate of cleavage by ca x10: J. Am. Chem. Soc., 84, 430 (1962); 85, 3821 (1963). The group is introduced e.g. by reaction with the alcohol in pyridine solution. For use of DMAP as catalyst, see: J. Am. Chem. Soc., 104, 1316 (1982), or of silver nitrate: Can. J. Chem., 60, 1106 (1982).

• In a comparison with Mmt for N-protection during solid-phase peptide synthesis, the N-Mmt group was found to survive intact whereas N-Dmt derivatives decomposed slowly in protic solvents: Tetrahedron. Lett., 39, 1733 (1998).

References

Bioactivity

PubChem BioAssay

Bioactivity