Biotage^® PS-TBD

Powerful Non-nucleophilic Guanidine Base for Alkyation and C-C Bond Formation

Biotage® PS-TBD is a polymer-supported bicyclic guanidine moiety (1,5,7-triazabicyclo[4.4.0]dec-5-ene) base. PS-TBD applications include alkylation of phenols and amines; esterification of carboxylic acids using alkyl halides; alkylation of activated methylene compounds; de-halogenation of organic halides; high throughput synthesis of aryl triflates and aryl nonaflates, and the regioselective synthesis of lysophospholipids.

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Biotage® PS-TBD Product Note

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Part numbers

Part No.	Description	Pack Size	List Price
800424	Biotage® PS-TBD, 1 kg	1		Add to quote/cart
800421	Biotage® PS-TBD, 10 g	1	138 USD	Add to quote/cart
800423	Biotage® PS-TBD, 100 g	1	1077 USD	Add to quote/cart
800422	Biotage® PS-TBD, 25 g	1	322 USD	Add to quote/cart
800513	Biotage® PS-TBD, 3 g	1	58 USD	Add to quote/cart

Specifications

RESIN TYPE 1% Cross-linked poly(styrene-codivinylbenzene)

CHEMICAL NAME 1,5,7-triazabicyclo[4.4.0]dec-5-ene polystyrene

APPLICATION Alkylation of phenols and amines; esterification of carboxylic acids using alkyl halides; alkylation of activated methylene compounds; dehalogenation of organic halides; high throughput synthesis of aryl triflates and aryl nonaflates; Williamson ether synthesi

COMPATIBLE SOLVENTS Dichloromethane (DCM), Acetonitrile (MeCN), Acetone, Ethyl Acetate (EtOAc), N,N-Dimethylformamide (DMF), Dimethylsulfoxide (DMSO)

BULK DENISTY 350g /L

TYPICAL CONDITIONS Conditions:2–3 equiv. relative to limiting reagent

STORAGE Cool dry / closed container

SHELF-LIFE / RETEST DATE 5 years / typically annually thereafter depending on process

NOMINAL CAPACITY 1.3 mmol/g

PARTICLE SIZE 75-150 microns

Biotage® PS-TBD Product Note

Benefits

For over 15 years Biotage has been guiding and leading the industry in supported reagents and scavengers.

The Williamson ether synthesis was discovered in the mid-19th Century and to date it remains one of the best ways to synthesize unsymmetrical ethers. The original conditions were harsh and required prolonged heating in basic environments. Recent modifications for reactions below 100 °C, involve addition of alkyl derivatives of Brönsted acids, such as alkyl sulfates. Not only is the removal of salt following the reaction involve an additional step, which may be problematic, but these are often carcinogenic and pose health and safety issues at scale.

PS-TBD resin can facilitate Williamson ether synthesis at room temperature using very mild conditions, as it is effective at deprotonating moderately acidic hydrogen (up to pKa ca 13).

Biotage® PS-TBD Product Note

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Efficiently deliver chemistry

More effective than traditional methods, polymer supported chemistry has been used widely in applications for over fifty years. Biotage supported reagents and scavengers are based on functionalized polystyrene or silica polymers and are 100% insoluble, therefore can be added to reactions and completely removed afterwards.

PS-TBD resin may also be used for the N-alkylation of aryl halides, esterification of carboxylic acids, and alkylation of acidic methylenes.

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Industry Proven

Key supplier to industry for over 15 years, used in numerous patents and cGMP process campaigns

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Robust, reliable, scalable

From grams in research through to multi kilogram quantities in production campaigns. In general. This resin was developed to perform in a manner similar to that of the well-established catalyst, while facilitating reagent handling and simplifying workup, product isolation, and removal of palladium.

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Fully Documented and Quality Assured

Inert, specifically-reactive and deployed to achieve a specific purpose. With lot control, QA / QC documentation, SDS, ISO 9001 / 14001 registration, BSE / TSE statement, shelf-life statement, these resins also support the audit trail.

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Biotage^® PS-TBD

Powerful Non-nucleophilic Guanidine Base for Alkyation and C-C Bond Formation

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Specifications