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CAS 54840-15-2

tert-Butyl (4-Hydroxyphenyl)carbamate TCI H1954

tert-Butyl (4-Hydroxyphenyl)carbamate TCI H1954

Chemical Identity

CAS No.
54840-15-2
Purity
>98.0%(HPLC)(T)
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TCI H1954 tert-Butyl (4-Hydroxyphenyl)carbamate is a derivative of 4-aminophenol in which the amino group has been protected as a tert-butyl carbamate, commonly known as the Boc protecting group. This material is one of the most practical building blocks in multi-step organic synthesis, because the user no longer needs to carry out the protection step independently; the molecule arrives ready to use, with the amine already protected and the phenol group still free. Medicinal chemistry laboratories, peptidomimetic synthesis groups, and research teams developing active compounds rely heavily on intermediates of this kind to shorten their synthetic routes.

The principal advantage of this compound lies in its orthogonal protection strategy. The Boc group is stable under basic conditions and across many neutral reactions, yet it can be removed readily using acids such as trifluoroacetic acid or HCl in organic solvents, without disturbing most other functional groups present in the molecule. While the amine remains protected, the free phenol group can be reacted selectively through O-alkylation, esterification, Mitsunobu etherification, triflate formation, or coupling reactions. Once the molecular framework has been assembled, removal of the Boc group reopens the aromatic amine, which is then ready for acylation, alkylation, or further derivatization.

In Indonesian laboratories, this building block is typically used in university and institutional research settings where multi-step synthetic routes must be completed efficiently with limited reagent inventories. Organic synthesis groups, medicinal chemistry programmes, and pharmaceutical research and development units appreciate that the protection step has already been performed, saving both time and starting material. The compound is generally handled in standard fume-hood conditions using routine glassware, making it accessible for laboratories of a range of scales and equipment levels.

  • Multi-step organic synthesis: the amine arrives pre-protected as a Boc carbamate, allowing researchers to begin route construction immediately without spending a separate step and workup on installing the protecting group themselves.
  • Medicinal chemistry and lead compound development: the aminophenol scaffold with differentiated reactivity at the amine and phenol positions gives chemists a convenient handle for building substituted aromatic amine libraries efficiently.
  • Selective phenol functionalization: with the amine masked by Boc, the free hydroxyl group can undergo O-alkylation, esterification, or etherification selectively, avoiding competing reactions at the nitrogen centre entirely.
  • Mitsunobu and triflate chemistry: the unprotected phenol serves as a reliable substrate for Mitsunobu etherification or conversion to an aryl triflate, which then enters subsequent cross-coupling reactions cleanly.
  • Peptidomimetic synthesis: the Boc group follows standard acid-labile deprotection practice familiar to peptide chemists, making this intermediate compatible with established orthogonal protection schemes used in peptidomimetic work.

Brand TCI (Tokyo Chemical Industry)
CAS number 54840-15-2
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard TCI research-scale catalogue pack sizes; please confirm the currently listed options when ordering
Physical form —
Storage store in a tightly closed container under the conditions stated on the manufacturer's label and safety data sheet
  • Catalogue number: H1954

Store this material in its original tightly closed container, protected from moisture and kept away from direct sunlight and heat sources, following the storage conditions specified on the manufacturer's label and safety data sheet. Amber glass or the supplied original packaging is suitable for keeping the compound in good condition between uses. Handle the solid in a well-ventilated area or fume hood, and wear standard personal protective equipment including safety glasses, gloves, and a laboratory coat. Avoid generating dust when weighing, and close the container promptly afterwards. Keep the material separate from strong acids, since acidic conditions remove the Boc protecting group. Always consult the manufacturer's safety data sheet before first use.

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