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360139

5′-O-(4,4′-Dimethoxytrityl)thymidine

Name: 5′-O-(4,4′-Dimethoxytrityl)thymidine
Brand: ALDRICH

98%

Synonym(s):

DMT-T

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About This Item

Empirical Formula (Hill Notation):

C₃₁H₃₂N₂O₇

CAS Number:

40615-39-2

Molecular Weight:

544.59

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24862149

EC Number:

255-003-1

Beilstein/REAXYS Number:

599297

MDL number:

MFCD00010113

Assay:

98%

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Properties

Quality Level

100

assay

98%

mp

114-116 °C (subl.) (lit.)

functional group

ether, hydroxyl, phenyl

storage temp.

2-8°C

SMILES string

COc1ccc(cc1)C(OC[C@H]2O[C@H](C[C@@H]2O)N3C=C(C)C(=O)NC3=O)(c4ccccc4)c5ccc(OC)cc5

InChI

1S/C31H32N2O7/c1-20-18-33(30(36)32-29(20)35)28-17-26(34)27(40-28)19-39-31(21-7-5-4-6-8-21,22-9-13-24(37-2)14-10-22)23-11-15-25(38-3)16-12-23/h4-16,18,26-28,34H,17,19H2,1-3H3,(H,32,35,36)/t26-,27+,28+/m0/s1

InChI key

UBTJZUKVKGZHAD-UPRLRBBYSA-N

Description

General description

5′-O-(4,4′-Dimethoxytrityl)thymidine is a pyrimidine.

Application

5′-O-(4,4′-Dimethoxytrityl)thymidine may be used in the stereoselective synthesis of 3′-deoxy-3′-threo-hydroxymethyl nucleoside, which can be subsequently incorporated into oligodeoxynucleotides. It may be used as research tool for antiviral and anticancer studies.

hcodes

H413

pcodes

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class

13 - Non Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Oligodeoxynucleotide analogues containing 3'-deoxy-3'-C- threo-hydroxymethylthymidine: Synthesis, hybridization properties and enzymatic stability.

Svendsen ML, et al.

Tetrahedron, 49(48), 11341-11352 (1993)

Nucleotides part LXXX: Synthesis of 3'-O fluorescence labeled thymidine derivatives and their 5'-O-triphosphates.

Tamara I Prykota et al.

Nucleosides, nucleotides & nucleic acids, 30(7-8), 544-551 (2011-09-06)

A new labeling technique attaching a fluorescent pteridine derivative (3, 5) via a linker onto the 3'-OH group of 5'-O-dimethoxytritylthymidine (7) was developed to lead to the conjugates 8 and 11. After detritylation to give 9 and 12, the final

Solid-phase synthesis of polynucleotides. II. Synthesis of polythymidylic acids by the block coupling phosphotriester method.

K Miyoshi et al.

Nucleic acids research, 8(22), 5473-5489 (1980-11-25)

Synthesis of two oligothymidylic acids, tridecamer and nonadecamer, is described by a rapid and simple solid-phase method on two kinds of polyacrylamide supports derivatized from commercially available Enzacryl Gel K-2. The syntheses were performed by the phosphotriester method using di-

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Global Trade Item Number

SKU	GTIN
360139-1G	04061826216910