Wang Resins
Wang support is without doubt the most widely used resin in SPOC [1, 2]. Attachment of carboxlic acid can be achieved with DCC/DMAP or 2,6-dichlrobenzoyl chloride/pyridine [3]. Cleavage of esters involves concentrated TFA or TFA-DCM to provide the corresponding carboxylic acids. A general method of coupling and cleaving primary, secondary and tertiary alcohols was reported [4]. In this method, the polymeric benzylic alcohol is converted into the reactive Wang trichloroacetimidate, which couples with the chosen alcohol in the presence of catalytic amounts of mild Lewis acid. Alcohol is cleaved from the Wang resin by treatment with 10% TFA-DCM for 30 min at ambient temperture. Conditions under which such Wang ethers are stable include Grignard reactions, ester sponification with lithium hydroxide, Weinreb amide formation, Mitsunobu reactions and enolate alkylations, as well as Heck reactions [5, 6].
[1] P. H. H. Hermkens, et al. Tetrahedran, 1997, 53, 5643.
[2] P. H. H. Hermkens, et al. Tetrahedran, 1996, 52, 4527.
[3] S. Hanessian, et al. Tetrahedron Lett., 1998, 39, 733.
[4] P. Sieber, Tetrahedron Lett., 1987, 28, 6147.
[5] S. Hanessian, et al. Tetrahedron Lett., 1998, 39, 737.
[6] D. Stones, et al. Tetrahedron Lett., 1998, 39, 4875.
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10001 |
p-Benzyloxybenzyl Alcohol resin (HMP resin) Substitution: 0.5 - 1.2 mmole/g resin Bead size 100 - 200 mesh (polystyrene- 1% DVB) |
5 g 25 g 100 g |
$20 $100 $335 |
|
10003 |
p-Benzyloxybenzyl Alcohol resin (HMP resin) Substitution: 0.5 - 1.2 mmoleg resin Bead size 200- 400 mesh (polystyrene- 1% DVB) |
5 g 25 g 100 g |
$20 $100 $300 |
|
10005 |
p-Benzyloxybenzyl Alcohol resin (HMP resin) Substitution: 0.5 - 1.2 mmoleg resin Bead size 30- 60 mesh (polystyrene- 1% DVB) |
5 g 25 g 100 g |
$45 $200 $640 |
|
10007 |
p-Benzyloxybenzyl Alcohol resin (HMP resin) Substitution: 0.5 - 1.2 mmoleg resin Bead size 70- 90 mesh (polystyrene- 1% DVB) |
5 g 25 g 100 g |
$45 $180 $640 |
|
10002 |
p-Benzyloxybenzyl Alcohol resin (HMP resin) Substitution: 0.5 - 1.2 mmole/g resin Bead size 100- 200 mesh (polystyrene- 2% DVB) |
5 g 25 g 100 g |
$25 $110 $335 |
|
10004 |
p-Benzyloxybenzyl Alcohol resin (HMP resin) Substitution: 0.5 - 1.2 mmoleg resin Bead size 200- 400 mesh (polystyrene- 2% DVB) |
5 g 25 g 100 g |
$25 $110 $335 |
|
10006 |
p-Benzyloxybenzyl Alcohol resin (HMP resin) Substitution: 0.5 - 1.2 mmoleg resin Bead size 30- 60 mesh (polystyrene- 2% DVB) |
5 g 25 g 100 g |
$45 $200 $640 |
|
10008 |
p-Benzyloxybenzyl Alcohol resin (HMP resin) Substitution: 0.5 - 1.2 mmoleg resin Bead size 70- 90 mesh (polystyrene- 2% DVB) |
5 g 25 g 100 g |
$45 $180 $640 |
|
16001 |
4-(Bromomethyl)phenoxymethyl polystyrene Substitution: 0.6 - 1.4 mmole/g resin Bead size 100- 200 mesh (polystyrene- 1% DVB) |
5 g 25 g 100 g |
$45 $180 $575 |
|
16003 |
4-(Bromomethyl)phenoxymethyl polystyrene Substitution: 0.6 - 1.4 mmole/g resin Bead size 200- 400 mesh (polystyrene- 1% DVB) |
5 g 25 g 100 g |
$45 $180 $575 |
This support is used for the immobilisation of carboxylic acids, amines and alcohols [1, 2].
[1] J. W. Corbett, et al. Biorg. Med. Chem. Lett., 1997, 7, 1371. [2] B. Raju, et al. Tetrahedron Lett., 1997, 38, 4965.
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