Trityl Resins
Trityl resins are the most versatile resins for solid phase synthesis. These supports are used for the immobilisation of carboxylic acid, alcohol, phenol, amine, thiol, and imidozole. Almost any nucleophilic function can be linked to these resins under extremely mild conditions [1, 2]. Furthermore, cleavage of the products from these resins takes place also under very mild conditions. In this trityl resin family, 2-chlorotrityl resin is the least acid labile, and 4-methoxytrityl resin is the most acid labile.
[1] K. Barlos, et al , Liebigs Ann. Chem., 1988, 1079.
[2] A. Bernhart, et al, J. Peptide Res., 1997, 50,143.
|
11001 |
2-Chlorotrityl chloride resin Substitution: 0.8 - 1.6 mmole/g resin Bead size 100- 200 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g 100 g |
$35 $140 $575 $2,300 |
|
11002 |
2-Chlorotrityl chloride resin Substitution: 0.8 - 1.6 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g 100 g |
$35 $140 $575 $2,300 |
|
11003 |
Trityl chloride resin Substitution: 0.4 - 1.0 mmole/g resin Bead size 100- 200 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g 100 g |
$30 $130 $530 $2,120 |
|
11004 |
Trityl chloride resin Substitution: 0.4 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g 100 g |
$30 $130 $530 $2,120 |
|
11005 |
4-Methyltrityl chloride resin Substitution: 0.4 - 1.0 mmole/g resin Bead size 100- 200 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g 100 g |
$40 $175 $700 $2,800 |
|
11006 |
4-Methyltrityl chloride resin Substitution: 0.4 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g 100 g |
$40 $175 $700 $2,800 |
|
11007 |
4-methoxytrityl chloride resin Substitution: 0.4 - 1.0 mmole/g resin Bead size 100- 200 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 6 ml/g |
1 g 5 g 25 g 100 g |
$40 $175 $700 $2,800 |
|
11008 |
4-methoxytrityl chloride resin Substitution: 0.8 - 1.6 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 6 ml/g |
1 g 5 g 25 g 100 g |
$40 $175 $700 $2,800 |
Attachment of carboxylic acid on trityl chloride resin [1]:
In a typical experiment, carboxylic acid (6 mmole) and DIEA (4.4 ml, 25 mmole) are dissolved in dry dichloromethane (100 ml). A small amount of DMF is added if the acid is not completely dissolved in DCM. The resulting solution is added to trityl chloride resin (10 g). The suspension is stirred for other 20-120 minutes. Subsequently methanol (10 ml) is added, and stirring is continued for other 10 minutes. The resin is filtered, washed (with 3 x DCM, 2 x DMF, 2 x methanol), and dried in vacuum over KOH.[1] K. Barlos, et al. Int. J. Peptide Res., 1991, 37, 513.
Attachment of alcohol and phenol on trityl chloride resin [1]: The alcohol or phenol (2 eq.) and pyridine [4 eq.] dissolved in anhydrous THF (10 ml per gram of resin) are added to trityl chloride resin. The suspension is stirred at 60 0C for 2 - 6 h. At end of the reaction, the resin is filtered, washed with 3 x DCM/MeOH/DIEA (17:2:1), 3 x DCM, 3 x DMF, 3 x methanol, and dried in vacuum over KOH.
[1] C. C. Leznoff, et al. Tetrahedron Lett., 1982, 23, 3023.
Attachment of amine on trityl chloride resin [1]: The amine (2 - 4 eq.) dissolved in anhydrous THF (10 ml per gram of resin) is added to trityl chloride resin. The suspension is stirred for 2 - 6 h. At end of the reaction, the resin is filtered, washed with 3 x DCM/MeOH/DIEA (17:2:1), 3 x DCM, 3 x DMF, 3 x methanol, and dried in vacuum over KOH.
[1] M. A. Youngman, et al. Tetrahedron Lett., 1997, 38, 6347.
Attachment of imidazole on trityl chlordie resin [1]: The imidazole (2 eq.) and DIEA [4 eq.] dissolved in anhydrous DCM (10 ml per gram of resin) are added to trityl chloride resin. The suspension is stirred for 2 - 6 h. At end of the reaction, the resin is filtered, washed with 3 x DCM/MeOH/DIEA (17:2:1), 3 x DCM, 3 x DMF, 3 x methanol, and dried in vacuum over KOH.
[1] K. Barlos, et al. Poster P316, 24th European Peptide Symposium, Edinburgh, 1996.
|
11501 |
4- Aminobutan-1-ol 2-chlorotrityl resin Substitution: 0.3 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$50 $200 $790 |
|
11511 |
4- Aminomethylbenzoyl 2-chlorotrityl resin Substitution: 0.3 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$50 $200 $790 |
Application see: R. Bollhagen, et al. J. Chem. Soc., Chem. Commun., 1994, 2559.
|
11521 |
3-Aminopropan-1-ol 2-chlorotrityl resin Substitution: 0.3 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$50 $200 $790 |
|
11531 |
Bromoacetic acid 2-chlorotrityl resin Substitution: 0.3 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$50 $200 $790 |
Application see: R. Bollhagen, et al. J. Chem. Soc., Chem. Commun., 1994, 2559.
|
11532 |
Cyanoacetic acid 2-chlorotrityl resin Substitution: 0.3 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$50 $200 $790 |
Application see: R. Bollhagen, et al. J. Chem. Soc., Chem. Commun., 1994, 2559.
|
11541 |
4- Cyanobenzoic acid 2-chlorotrityl resin Substitution: 0.3 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$50 $200 $790 |
Application see: R. Bollhagen, et al. J. Chem. Soc., Chem. Commun. 1994, 2559.
|
11551 |
Glycinol 2-chlorotrityl resin Substitution: 0.3 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$50 $200 $790 |
|
11561 |
Propiolic acid 2-chlorotrityl resin Substitution: 0.3 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$50 $200 $790 |
|
11571 |
Ethyleneglycol 2-chlorotrityl resin Substitution: 0.3 - 1.2 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$50 $200 $790 |
|
11581 |
N-Fmoc-hydroxylamine 2-chlrotrityl resin Substitution: 0.3 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$50 $200 $790 |
The resin is used for the preparation of hydroxamic acid. The product can be cleaved
with 1% TFA in DCM (S. L. Mellor, et al. Tetrahedron Lett. 1997, 38, 3311).
|
11591 |
Hydrazine 2-chlrotrityl resin Substitution: 0.3 - 1.2 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$50 $200 $790 |
The resin is used for the preparation of acyl hydrazides and alkyl hydrazones.
The products can be cleaved with 1-5% TFA in DCM or 30% HFIP in DCM
(G. Strvropoulos, et al. Lett. Pept. Sci., 1996, 2, 315).
|
11601 |
L-Threoninl-ol 2-chlrotrityl resin Substitution: 0.3 - 1.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 2 - 5 ml/g |
1 g 5 g 25 g |
$80 $360 $1,280 |
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