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Carboxyl groups can be protected as their 2,4,6-trimethylbenzyl esters by reaction in DMF in the presence of triethylamine. The group can be cleaved by acidolysis (TFA or HBr in AcOH) or hydrogenolysis: Aust. J. Chem., 21, 2831 (1968)./n
Also reported for the protection of thiols (cysteine), stable to refluxing TFA, unlike 4-methoxybenzyl, but cleavable with HF or TfOH-TFA: Coll. Czech. Chem. Commun., 46, 286 (1981), or Ag(I): Chem. Pharm. Bull., 38, 1551 (1990)./n
Hazard Statements: H314-H318
Causes severe skin burns and eye damage. Causes serious eye damage.
Precautionary Statements: P260-P201-P280-P304+P340-P405-P501a
Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.