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703605 Aldrich

Deprotection kit I for N-O debenzylation

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Frequently Asked Questions are available for this Product.

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Sold in collaboration with Johnson Matthey Catalyst for research purposes only.

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Cross-Coupling Guide
Safety & Documentation

Safety Information

RIDADR 
UN 3089 4.1/PG 2

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Certificate of Analysis

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis. These documents are located on the product detail page under Useful Links & Tools. Click on the following link to search for a Certificate of Analysis. Please click the following link to see the details on our Product Dating Information.
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Transportation information can be found in Section 14 of the product's (M)SDS. To access the shipping information for this material, use the link on the product detail page for the product, or search here. 
My question is not addressed here, how can I contact Technical Service for assistance?
Use the option to the right to "Ask a Question" by email of a Technical Service Scientist.
What is Product 703605, Deprotection Kit I for N-O debenzylation, typically used for?
Per the supplier for product 703605, it has been developed with a range of more active and selective catalysts with reduced metal loadings designed for the O-debenzylation of benzyl protected alcohols and acids, N-debenzylation of amines and amides and Cbz (carbamate) type protection of amines.
What is the quantity of each catalyst in Product 703605, Deprotection Kit I for N-O debenzylation?
The kit is supplied with 5g of each catalyst.
What are the solvents used for N-debenzylation when using Product 703605, Deprotection Kit I for N-O debenzylation?
Commonly used solvents for N-debenzylation are Alcohols (+H+), ethyl acetate, and acetic acid.
What are the common solvents for O-debenzylation when using Product 703605, Deprotection Kit I for N-O debenzylation?
Commonly used solvents for O-debenzylation are THF, ethanol, ethyl acetate, and acetic acid. Reaction rates were fastest in THF, slightly slower in ethanol and ethyl acetate, and slowest in acetic acid. For less active catalysts, ethanol was a poor solvent choice due to limited substrate solubility.
What are the recommended reaction conditions when using Product 703605, Deprotection Kit I for N-O debenzylation?  
N-Debenzylation reactions occur best at low pressures (1-10 bar), at a temperature between 30-100ºC where the increase of temperature from 50°C to 70°C increases the rate by a factor of 3. The recommendations for N-debenzylation have a pressure of 1-10 bar and a temperature range of 25-50ºC. However, a variety of solvents, temperatures, pressures, and catalyst loadings should be evaluated to arrive at an optimized set of reaction conditions.
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Protocols & Articles

Articles

Catalytic Deprotection—DEPRO™ Catalyst Kit/Catalytic Deprotection

In the manufacture of pharmaceuticals and fine chemicals there is often a requirement for a protection strategy to minimize possible side reactions during a synthesis. Small, easily removed protectin...
Robert J. McNair
Aldrich ChemFiles 2009, 9.2, 21.
Keywords: Catalysis, Gas chromatography, High performance liquid chromatography, Hydrogenations, Oxidations, Pharmaceutical, Solvents, Support, Type

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