APPLICATION
Triethylsilylation of Alcohols using TES Reagents
Reference
Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
Application
3-Position Selective Bn Cleavage of Cyclodextrins using Iodine and Triethylsilane
Reference
Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
Application
Reduction of Ethanethiol Esters to Aldehydes (Fukuyama Reduction)
Typical procedure: A 200 mL flask is charged with Cbz-L-phenylalanine ethanethiol ester (20 g), 10 % Pd/C (3.1 g) and acetone (58 mL) under an argon atmosphere. To the suspension is added triethylsilane (13.9 mL) over 1 h at rt. The completion of the reduction can be checked by TLC. The solvent is carefully removed on a rotary evaporator. The residue is suspended in diethylether (60 mL) and the catalyst is filtered off through a Celite pad and rinsed with diethylether (6 x 20 mL). The filtrate is concentrated under reduced pressure to give a crude oil, which solidified upon addition of hexane (30 mL). The solid is collected by filtration and washed with cooled hexane (7 x 10 mL) to give Cbz-L-phenylalaninal (11.6 g, 70.3 %).
PRECAUTIONARY STATEMENTS
P501 : Dispose of contents/ container to an approved waste disposal plant.
P240 : Ground/bond container and receiving equipment.
P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking.
P233 : Keep container tightly closed.
P243 : Take precautionary measures against static discharge.
P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment.
P242 : Use only non-sparking tools.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P362 : Take off contaminated clothing and wash before reuse.
P403 + P235 : Store in a well-ventilated place. Keep cool.
QUALITY CERTIFICATION / COMPLIANCE
Fukaya factory is certified for GMP, ISO14001:2004 (JQA-EM5386) and IQ Net (JP-JQA-EM5386).
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