Merrifield Resins
Merrifield resins are the standrad supports for solid phase peptide synthesis and more recently for solid phase organic synthesis. The resins can be used for attachment of carboxylic acids [1], alcohols[2], as well as phenols, thiols and amines[3]. Cleavage of the products from the resin can be done by treatment of the resins with strong acid, such as HF or TFMSA, or by hydrogenolysis[4]. The carboxylic acid resins can also be treated with DIBAL (or LIBH4), mthoxide and ammonia to produce the corresponding alcohols[5], methyl esters[6] and carboxamides[7] respectively.
[1] a) S. Sharma, et al. Biorg. Med. Chem. Lett., 1997, 7, 2077; b) M. V. Anuradha, et al.
Tetrahedron, 1995, 51, 5671; c) M. J. Kuth, et al. J. Org. Chem., 1994, 59, 5862; c) S.
S. Wang, J. Org. Chem., 1975, 40, 1235; d) B. F. Gisin, Helv. Chim. Acta, 1973, 56,
1476; e) A. Loffet, Int. J. Protein Res., 1971, 3, 297.
[2] a) L. A. Thompson, et al. Tetrahedron Lett., 1994, 35, 9333; b) H. -S. Moon, et al.
Tetrahedron Lett., 1994, 35, 8915; c) C. R.
McArthur, et al. Can. J. Chem., 1982, 60, 1836; d) C. C. Leznoff, et al. Can. J. Chem.,
1973, 51, 3756.
[3] P. Conti, et al. Tetrahedron Lett., 1997, 38, 2915.
[4] J. M. Schlatter, et al. Tetahedron Lett., 1977, 2851.
[5] a) M. J. Kuth, et al. J. Org. Chem., 1994, 59, 5862; b) J. M. Stewart & J. D. Young in
"Solid Phase Peptide Synthesis, 2nd Ed.", Pierce Chemical Company, 1984, pp42.
[6] a) L. F. Tietze, et al. Angew. Chem. Int. Ed., 1996, 35, 651; b) R. Frenette, et al.
Tetrahedron Lett., 1994, 35, 9177.
[7] D. R. Bam, et al. Tetrahedron Lett., 1996, 37, 3213.
15101 |
Chlormethylstyrene-divinylbenzene resin Substitution: 0.6 - 2.0 mmole/g resin Bead size 100- 200 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$15 $45 $145 $560 |
15103 |
Chlormethylstyrene-divinylbenzene resin Substitution: 2.0 - 4.3 mmole/g resin Bead size 100- 200 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$15 $55 $165 $660 |
15105 |
Chlormethylstyrene-divinylbenzene resin Substitution: 0.6 - 2.0 mmole/g resin Bead size 200-400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$15 $55 $165 $660 |
15107 |
Chlormethylstyrene-divinylbenzene resin Substitution: 2.0 - 4.3 mmole/g resin Bead size 200-400 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$15 $55 $165 $660 |
15109 |
Chlormethylstyrene-divinylbenzene resin Substitution: 0.6 - 2.0 mmole/g resin Bead size 30- 60 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$25 $100 $320 $1,280 |
15111 |
Chlormethylstyrene-divinylbenzene resin Substitution: 2.0 - 4.3 mmole/g resin Bead size 30- 60 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$25 $100 $320 $1,280 |
15113 |
Chlormethylstyrene-divinylbenzene resin Substitution: 0.6 - 2.0 mmole/g resin Bead size 70- 90 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$25 $100 $320 $1,280 |
15115 |
Chlormethylstyrene-divinylbenzene resin Substitution: 2.0 - 4.3 mmole/g resin Bead size 70- 90 mesh (polystyrene- 1% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$25 $100 $320 $1,280 |
15202 |
Chlormethylstyrene-divinylbenzene resin Substitution: 0.6 - 2.0 mmole/g resin Bead size 100- 200 mesh (polystyrene- 2% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$15 $55 $165 $660 |
15204 |
Chlormethylstyrene-divinylbenzene resin Substitution: 2.0 - 4.3 mmole/g resin Bead size 100- 200 mesh (polystyrene- 2% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$15 $55 $165 $660 |
15206 |
Chlormethylstyrene-divinylbenzene resin Substitution: 0.6 - 2.0 mmole/g resin Bead size 200- 400 mesh (polystyrene- 2% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$15 $55 $165 $660 |
15208 |
Chlormethylstyrene-divinylbenzene resin Substitution: 2.0 - 4.3 mmole/g resin Bead size 200- 400 mesh (polystyrene- 2% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$15 $55 $165 $660 |
15210 |
Chlormethylstyrene-divinylbenzene resin Substitution: 0.6 - 2.0 mmole/g resin Bead size 30- 60 mesh (polystyrene- 2% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$25 $100 $320 $1,280 |
15212 |
Chlormethylstyrene-divinylbenzene resin Substitution: 2.0 - 4.3 mmole/g resin Bead size 30- 60 mesh (polystyrene- 2% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$25 $100 $320 $1,280 |
15214 |
Chlormethylstyrene-divinylbenzene resin Substitution: 0.6 - 2.0 mmole/g resin Bead size 70- 90 mesh (polystyrene- 2% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$25 $100 $320 $1,280 |
15216 |
Chlormethylstyrene-divinylbenzene resin Substitution: 2.0 - 4.3 mmole/g resin Bead size 70- 90 mesh (polystyrene- 2% DVB) Swelling volume in CH2Cl2: 5.0 - 8.0 ml/g |
5 g 25 g 100 g 500 g |
$25 $100 $320 $1,280 |