CAS 2592-18-9

N-tert-Butoxycarbonyl-L-threonine

Description:

N-tert-Butoxycarbonyl-L-threonine, commonly referred to as Boc-L-threonine, is an amino acid derivative characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group on the amino group of L-threonine. This compound is typically used in peptide synthesis as a protecting group, which helps to prevent unwanted reactions during the coupling of amino acids. The Boc group is stable under basic conditions but can be easily removed under acidic conditions, making it a versatile choice in synthetic chemistry. N-tert-Butoxycarbonyl-L-threonine is a white to off-white solid, soluble in organic solvents such as dichloromethane and dimethyl sulfoxide, but less soluble in water. Its molecular structure includes a hydroxyl group, which is characteristic of threonine, contributing to its reactivity and interactions in biochemical processes. The compound is utilized in various applications, including drug development and the synthesis of biologically active peptides, due to its ability to facilitate the formation of peptide bonds while maintaining the integrity of the amino acid's side chain.

Formula: C₉H₁₇NO₅

InChI: InChI=1S/C9H17NO5/c1-5(11)6(7(12)13)10-8(14)15-9(2,3)4/h5-6,11H,1-4H3,(H,10,14)(H,12,13)/t5-,6+/m1/s1

InChI key: InChIKey=LLHOYOCAAURYRL-RITPCOANSA-N

SMILES: [C@H](NC(OC(C)(C)C)=O)([C@@H](C)O)C(O)=O

Synonyms:

• (2S,3R)-2-(tert-Butoxycarbonylamino)-3-hydroxybutanoic acid
• (2S,3R)-2-[(tert-butoxycarbonyl)amino]-3-hydroxybutanoate
• (2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxybutyric acid
• <span class="text-smallcaps">L</span>-N-(tert-Butoxycarbonyl)threonine
• <span class="text-smallcaps">L</span>-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-
• Boc-<span class="text-smallcaps">L</span>-threonine
• Boc-Thr-OH
• N-(tert-Butoxycarbonyl)-L-threonine
• N-(tert-butoxycarbonyl)threonine
• N-BOC-<span class="text-smallcaps">L</span>-Threonine
• N-Boc-L-threonine
• N-[(1,1-Dimethylethoxy)carbonyl]-<span class="text-smallcaps">L</span>-threonine
• N-tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-threonine
• N-tert-Butyloxycarbonyl-<span class="text-smallcaps">L</span>-threonine
• N-α-tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-threonine
• N-α-tert-Butoxycarbonylthreonine
• NSC 334305
• Threonine, N-carboxy-, N-tert-butyl ester
• Threonine, N-carboxy-, N-tert-butyl ester, <span class="text-smallcaps">L</span>-
• L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-
• N-[(1,1-Dimethylethoxy)carbonyl]-L-threonine

N-(tert-Butoxycarbonyl)-L-threonine

CAS: 2592-18-9

Formula: C₉H₁₇NO₅

Purity: >98.0%(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 219.24

Ref: 3B-B1638

Boc-Thr-OH

CAS: 2592-18-9

Building block for the incorporation of O-acyl isopeptide bonds during Fmoc-SPPS.

Formula: C₉H₁₇NO₅

Purity: > 99%

Color and Shape: White

Molecular weight: 219.24

Ref: 01-4000124

2-{[(tert-butoxy)carbonyl]amino}-3-hydroxybutanoic acid

CAS: 2592-18-9

Formula: C₉H₁₇NO₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 219.2350

Ref: IN-DA006V5J

Boc-Thr-OH

CAS: 2592-18-9

Formula: C₉H₁₇NO₅

Molecular weight: 219.24

Ref: 7W-GM2380

L-Threonine, N-BOC protected

CAS: 2592-18-9

L-Threonine, N-BOC protected

Formula: C₉H₁₇NO₅

Purity: 99%

Color and Shape: white to off-white solid

Molecular weight: 219.23g/mol

Ref: 54-OR42214

Boc-Thr-OH

CAS: 2592-18-9

M03326 - Boc-Thr-OH

Formula: C₉H₁₇NO₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 219.237

Ref: 10-M03326

Boc-L-Thr-OH

CAS: 2592-18-9

Boc-L-Thr-OH is a hydroxylated analog of L-threonine. It has been shown to inhibit the growth of cancer cells in vitro and in vivo, with an IC50 value of about 0.5 mM. Boc-L-Thr-OH binds to the receptor binding site of the epidermal growth factor receptor (EGFR) and inhibits its activation by competitively inhibiting the natural ligands that bind to this site.

Formula: C₉H₁₇NO₅

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 219.24 g/mol

Ref: 3D-FB37412

BOC-L-Threonine extrapure, 99%

CAS: 2592-18-9

Formula: C₉H₁₇NO₅

Purity: min. 99%

Color and Shape: White, Powder

Molecular weight: 219.20

Ref: SR-77340