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Fmoc-Thr(tBu)-Phe-OH

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Fmoc-Thr(tBu)-Phe-OH is a protected dipeptide used in peptide synthesis. It includes an Fmoc (Fluorenylmethyloxycarbonyl) group protecting the N-terminus, preventing unwanted reactions during assembly. The Thr (Threonine) residue is protected at its hydroxyl side chain with a tBu (tert-butyl) group, safeguarding it from side reactions. Phe (Phenylalanine) is the second amino acid in the sequence, contributing aromatic properties. The -OH at the C-terminus indicates a free carboxyl group, allowing for further peptide coupling. This compound is used to introduce threonine and phenylalanine residues into peptides, with specific protections in place to allow for controlled synthesis.

Category

Peptide Synthesis Reagents

Catalog number

BAT-016532

CAS number

1962160-86-6

Molecular Formula

C32H36N2O6

Molecular Weight

544.65

Specification

IUPAC Name

(2S)-2-[[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]butanoyl]amino]-3-phenylpropanoic acid

Synonyms

N-(Fluorenylmethoxycarbonyl)-O3-tert-butyl-L-threonyl-L-phenylalanine; (N-Fmoc-O-tert-butyl-L-threoninyl)-L-phenylalanine; N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-threonyl-L-phenylalanine; (2S)-2-[(2S,3R)-3-(tert-butoxy)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanamido]-3-phenylpropanoic acid; TF; Fmoc-Thr(OtBu)-Phe-OH

Purity

≥95%

Density

1.214±0.06 g/cm3

Boiling Point

768.1±60.0 °C at 760 mmHg

Sequence

Fmoc-Thr(tBu)-Phe

InChI

InChI=1S/C32H36N2O6/c1-20(40-32(2,3)4)28(29(35)33-27(30(36)37)18-21-12-6-5-7-13-21)34-31(38)39-19-26-24-16-10-8-14-22(24)23-15-9-11-17-25(23)26/h5-17,20,26-28H,18-19H2,1-4H3,(H,33,35)(H,34,38)(H,36,37)/t20-,27+,28+/m1/s1

InChI Key

YKYDRIIZYHBXNF-ANFLZCCJSA-N

Canonical SMILES

CC(C(C(=O)NC(CC1=CC=CC=C1)C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)OC(C)(C)C