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8.55079

DHP HM resin (100-200 mesh)

Novabiochem®

Synonym(s):

3,4-Dihydro-2H-pyran-2-yl-methoxymethyl polystyrene (100-200 mesh), Ellman′s dihydropyran resin

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1 g
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$135.00
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$539.00
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$2,150.00

About This Item

NACRES:
NA.22
UNSPSC Code:
12162002

$135.00


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Quality Segment

product line

Novabiochem®

form

beads

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis, reactivity: alcohol reactive

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

storage temp.

2-8°C

General description

A highly versatile support for the solid phase immobilization of primary, secondary alcohols [1,2,3,4,5,6,7,8,9,10,11], phenols [12], purines [13], and indoles [14]. Derivatization is effected by treating the support in DCM with an excess of alcohol in the presence of a catalytic amount of pyridinium p-toluenesulfonate. A similar DHP-based support has also been used for the immobilization of tetrazoles [15].Release of the product alcohol from the support has been carried out by treating with 95% TFA/5% water[1] and TFA/DCM/EtOH [2,12]. However, the use of TFA can lead, in some cases, to trifluoroacetate formation. Methods which eliminate this potential side reaction include PPTS/BuOH/DCE [3], TosOH in DCM [16] and TosOH in DCE/BuOH [17].

Associated Protocols and Technical Articles
Protocols for Loading of Peptide Synthesis Resins

Literature references

[1] L. A. Thompson & J. A. Ellman (1994) Tetrahedron Lett., 35, 9333.
[2] O. B. Wallace (1997) Tetrahedron Lett., 38, 4939.
[3] G. Liu & J. A. Ellman (1995) J. Org. Chem., 60, 7712.
[4] E. K. Kick & J. A. Ellman (1995) J. Med. Chem., 38, 1427.
[5] J. S. Koh & J. A. Ellman (1996) J. Org. Chem., 61, 4494.
[6] J. Cossy, et al. (2000) Synlett, 3, 409.
[7] M. Ramaseshan, et al. (2000) J. Comb. Chem., 2, 615.
[8] M. Ramaseshan, et al. (2000) Tetrahedron Lett., 41, 4743.
[9] A. Bianco, et al. (2000) J. Org. Chem., 65, 2179.
[10] M. Steger, et al. (2001) Bioorg. Med. Chem. Lett., 11, 2537.
[11] A. Dahlgren, et al. (2003) Bioorg. Med.Chem. Lett., 11, 827.
[12] W. H. Pearson & R. B. Clark (1997) Tetrahedron Lett., 38, 7669.
[13] D. A. Nugiel, et al. (1997) J. Org. Chem., 62, 201.
[14] A. L. Smith, et al. (1998) Tetrahedron Lett., 39, 8317.
[15] S.-E. Yoo, et al. (1997) Tetrahedron Lett., 38, 1203.
[16] J. Beythien (Merck Biociences AG), personal communication.
[17] M. R. Tremblay, et al. (1999) Bioorg. Med . Chem. Lett., 9, 2827.

Analysis Note

Color (visual): slight yellow to beige
Appearance of substance (visual): beads
Loading (determined from the substitution of the Fmoc-Gly-ol loaded resin): 0.70 - 1.20 mmol/g
Swelling Volume (in CH₂Cl₂): lot specific result
The polymer matrix is copoly (styrene-1% DVB), 100 - 200 mesh

Other Notes

Replaces: 01-64-0192

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

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This Item
855068855020855119
description

Novabiochem®

description

Novabiochem®

description

Novabiochem®

description

Novabiochem®

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis, reactivity: alcohol reactive

reaction suitability

reaction type: Boc solid-phase peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

product line

Novabiochem®

product line

Novabiochem®

product line

Novabiochem®

product line

Novabiochem®

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

400

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

form

beads

form

beads

form

beads

form

beads

storage temp.

2-8°C

storage temp.

2-30°C

storage temp.

2-30°C

storage temp.

2-30°C


Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable



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