Catalyst
Lifechem Products
Tertiary Butyl Carbazate (Tertbutylcarbazate)
tert-butyl N-aminocarbamate
Used in a palladium-catalyzed cross coupling with vinyl halides leading to N–Boc–N-alkyl hydrazines.
This is a reagent that is used in the solid phase peptide synthesizer and for a-amino aldehyde optical purity measurements. Hydrazones are intermediates in the production of HIV-1 protease inhibitors.
Chemistry of amino acids isn’t my favorite. It’s kinda…blah. It feels a bit archaic. These amino acids are quite funky, as each fragment was made with fairly standard chemistry (protections/deprotections, and all). The N-N bonds were created with benzyl and t-butyl carbohydratesare.
The cyclization that formed the leftmost-indicated pirazic ring was achieved via Mitsunobu condition-induced Fmoc protection of the amine, followed by substitution with an alcohol. While the left was caused via Boc deprotection inducing displacement of a Triflate, and the top via Troc deprotection inducing displacement of a Triflate,
The macrocyclization is the most fascinating part. Rather than performing a macrolactonization of an acid or ester with an alcohol, the authors used an alternative strategy. A carboxylate anion attacked a chlorine-turned iodide leaving band to make Piper Azimycin A. This yielded a 3.6% overall yield in just 26 steps. It’s tight. Take care.
Case No : | 870-46-2 |
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EC Number : | 212-795-3 |
Formula : | C5H12N2O2 |
Product Specification
- Appearance & Physical State – White to pale yellow lumps
- Molecular weight – 132.16100
- Boiling point – 63-65ºC (0.1 mmHg)
- Flash Point – 91ºC
- Density – 1.02
- Storage Condition – Store at room temperature
Safety Information As Per GHS
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