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