Functional
group
tolerance
The ester-to-mixed acetal reduction can be performed in the presence of double and triple bonds, halogens, hindered ester groups, ethers, and acetals.
Synthetically
useful and stable
building blocks
The acetal-like intermediate formed during DIBAL reduction requires storage below -70°C. SilBoRed™’s mixed silyl acetals are stable under ambient conditions and can be readily converted into aldehydes, dialkyl acetals or bisulfite adducts. The mixed silyl acetals can even be used directly as aldehyde equivalents in the synthetic chemistry, for instance in Wittig reactions or reductive alkylations.
Volume
efficacy
Product-solvent ratio limits manufacturing capacity and drives the cost of recycling and waste treatment. With SilBoRed™ liquid substrates can possibly be reduced without solvent.
Low-level
risks
DIBAL is a highly reactive pyrophoric compound, hazard risk and costly at the same time. SilBoRed™’s borane catalysts are simply stored under dry, ambient conditions, you only need to exclude moisture.
Unparalleled
chemo
selectivity
With SilBoRed™, carboxylic acid methyl or ethyl esters can be converted to mixed acetals without reducing the more hindered ester groups.
Functional
group
limitation
Every coin has two sides, and so has SilBoRed™. Amines, nitro compounds and nitriles form stable complexes, therefore deactivate the catalyst. Conjugate esters react with silanes in the presence of SilBoRed™ catalyst and form 1,4-adducts.
Remarkable
scalability
Scale up is always an issue with cryogenic or 2-phase reactions. In such reactions, for example with TEMPO, selectivity and conversion decrease, more by-products form. With SilBoRed™ all you need is a bigger reactor.
Technical
simplicity
The checklist for using DIBAL in a facility is pretty long. SilBoRed™ can be used in any multipurpose facility without the need of modifications.
Standard
reaction
conditions
Reactions with DIBAL need low-temperature conditions to achieve good selectivity. However, operating temperatures between 25°C and 40°C are standard with SilBoRed™.
Functional
group
tolerance
The ester-to-mixed acetal reduction can be performed in the presence of double and triple bonds, halogens, hindered ester groups, ethers and acetals.
Synthetically
useful and
stable
building
The acetal-like intermediate formed during DIBAL reduction requires storage below -70°C. SilBoRed’s mixed silyl acetals are stable under ambient conditions and can be readily converted into aldehydes,
dialkyl acetals, or bisulfite adducts. The mixed silyl acetals can even be used directly as
Volume
efficacy
The product-solvent ratio limits manufacturing capacity and drives costs for recycling 0and waste treatment. Using SilBoRed you will
get used to neat reactions for liquid substrates.
Low-level
risks
DIBALis a highly reactive pyrophoric
compound increasing risks and hazards in manufacturing, and driving operations cost at the same time. SilBoRed’s borane catalysts are simply stored under dry, ambient conditions. When handling the catalyst, you only need to exclude moisture.
Unparalleled
chemo
selectivity
With SilBoRed carboxylic acid methyl or ethyl esters 0can be converted to mixed acetals without reducing
the more hindered ester groups.
Functional
group
limitation
Every coin has two sides, and so has SilBoRed™. Amines, nitro compounds and nitriles form stable complex, therefore deactivate the catalyst. Conjugate esters react with silanes in the presence of SilBoRed catalyst
forming 1,4-adduct.
Remarkable
scalability
Scaling is always an issue with cryogenicor 2-phase reactions like TEMPO. Selectivity decrease, conversion decrease, and by-product increase frequently impede scalability. With SilBoRed you just need a bigger reactor.
Technical
simplicity
The checklist for building a DIBAL-capable facility is pretty long. Using SilBoRed you can go ahead with your existing multipurpose facility.
Standard
reaction
conditions
Talking about DIBAL is talking about low-temperature requirements to reach good selectivity. With SilBoRed, an operating temperature between 25°C and 40°C is standard.
Flavours & Fragrances
Pheromones
Pharmaceutical Intermediates
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Silbored™ patent WO2022129966
Application of mixed silyl acetals
