Boc-Lys(2-chloro-Z)-OH · t-butylamine

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP27287

CAS No:62559-79-9

Synonyms/Alias:62549-92-2;Boc-L-Tryptophanamide;(S)-tert-Butyl(1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate;Boc-Trp-NH2;SCHEMBL7413708;CTK8B9847;MolPort-023-331-654;ZINC2562518;ANW-63298;KM0628;AKOS016003597;AM82288;AJ-40771;AK-87742;KB-48370;TC-152043

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C16H21N3O3
M.W/Mr.
488.02

Boc-Lys(2-chloro-Z)-OH · t-butylamine is a Boc-protected lysine derivative featuring a side-chain protected as a 2-chloro-Z carbamate and supplied as a salt with t-butylamine. This protected amino acid building block is designed for controlled stepwise peptide assembly, where orthogonal side-chain protection helps maintain lysine functionality during coupling and subsequent fragment condensation. The combination of a Boc N-terminus and a chloro-Z side-chain protecting group makes it a practical intermediate for preparing lysine-containing peptide segments under protected conditions.

1. Solid-Phase Peptide Assembly

Boc-Lys(2-chloro-Z)-OH · t-butylamine is used by peptide synthesis groups to introduce a protected lysine residue into peptide chains while minimizing side reactions from the ε-amino group. The Boc-protected α-amino functionality supports standard protected-amino-acid coupling workflows, and the 2-chloro-Z side-chain protection helps preserve lysine integrity through sequence elongation steps. This format is particularly useful when lysine needs to remain masked until later stages of deprotection or when building lysine-rich peptides where controlling orthogonality is important for downstream purification and fragment assembly.

2. Lysine-Containing Segment Condensation

Boc-Lys(2-chloro-Z)-OH · t-butylamine is commonly selected for solution-phase or fragment condensation strategies that require a lysine residue carried through multiple synthetic steps as a stable, protected intermediate. Peptide chemists use this building block to prepare defined lysine-containing segments where the side-chain must remain protected during activation, coupling, and purification of intermediates. The presence of a Boc N-terminus and the chloro-Z side-chain protection pattern supports controlled handling of lysine during the assembly of longer peptide targets, including sequences that benefit from predictable deprotection timing at the final stages.

3. Orthogonally Protected Peptide Intermediates

Boc-Lys(2-chloro-Z)-OH · t-butylamine serves as a protected lysine intermediate for preparing peptide precursors intended for later functionalization, such as generating lysine-reactive derivatives after selective deprotection. Chemical biology and medicinal chemistry teams often rely on orthogonally protected amino acid building blocks to manage when the lysine side chain is unmasked relative to other protecting groups present in the peptide. By keeping the ε-amino group protected during early assembly, this reagent supports the preparation of well-defined peptide intermediates that can be carried into subsequent derivatization steps with improved reproducibility and reduced risk of premature side-chain reactions.

4. Pharmaceutical-Grade Peptide Building Blocks

Boc-Lys(2-chloro-Z)-OH · t-butylamine is used in pharmaceutical intermediate development and custom peptide manufacturing research to supply a reliable, protected lysine unit for constructing peptide candidates and peptide-like intermediates. Process development chemists value protected amino acid salts and defined protecting-group patterns because they simplify handling and help maintain structural fidelity across multi-step manufacturing workflows. In this context, the reagent's protected lysine functionality supports consistent incorporation into peptide sequences during development, enabling downstream analytical characterization and controlled deprotection/derivatization into the intended peptide intermediate forms.

Size
5 g;25 g;
InChI
1S/C16H21N3O3/c1-16(2,3)22-15(21)19-13(14(17)20)8-10-9-18-12-7-5-4-6-11(10)12/h4-7,9,13,18H,8H2,1-3H3,(H2,17,20)(H,19,21)/t13-/m0/s1
InChI Key
DDMFCQAPZYKTON-ZDUSSCGKSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)N

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