CAS 21085-72-3

Acetobromo-α-D-glucuronic acid methyl ester

Description:

Acetobromo-α-D-glucuronic acid methyl ester is a chemical compound that belongs to the class of glucuronic acid derivatives. It is characterized by the presence of a bromine atom, an acetyl group, and a methyl ester functional group, which contribute to its reactivity and solubility properties. This compound typically appears as a white to off-white solid and is soluble in polar organic solvents. The presence of the bromine atom makes it a potential electrophile, which can participate in various chemical reactions, including nucleophilic substitutions. The acetyl and methyl ester groups enhance its stability and influence its biological activity, making it of interest in biochemical research and synthetic organic chemistry. Additionally, its structure allows it to interact with biological macromolecules, which may have implications in drug development and therapeutic applications. As with many chemical substances, handling should be done with care, following appropriate safety protocols due to potential hazards associated with brominated compounds.

Formula: C₁₃H₁₇BrO₉

InChI: InChI=1S/C13H17BrO9/c1-5(15)20-8-9(21-6(2)16)11(13(18)19-4)23-12(14)10(8)22-7(3)17/h8-12H,1-4H3/t8-,9-,10+,11-,12-/m0/s1

InChI key: InChIKey=GWTNLHGTLIBHHZ-SVNGYHJRSA-N

SMILES: O(C(C)=O)[C@H]1[C@H](OC(C)=O)[C@@H](C(OC)=O)O[C@H](Br)[C@@H]1OC(C)=O

Synonyms:

• (2S,3S,4S,5R,6R)-methyl 3,4,5-triacetoxy-6-bromo-tetrahydro-2H-pyran-2-carboxylate
• Acetobromo-alpha-D-glucuronic acid methyl ester
• Acetobromo-α-<span class="text-smallcaps">D</span>-glucuronic acid methyl ester
• Glucopyranuronic acid, 1-bromo-1-deoxy-, methyl ester, triacetate, α-<span class="text-smallcaps">D</span>-
• Glucuronic acid, 1-bromo-1-deoxy-, methyl ester, 2,3,4-triacetate
• Methyl (2,3,4-tri-O-acetyl-α-<span class="text-smallcaps">D</span>-glucopyranosyl bromide)uronate
• Methyl (tri-O-acetyl-α-<span class="text-smallcaps">D</span>-glucopyranosyl bromide)uronate
• Methyl 1-bromo-1-deoxy-2,3,4-tri-O-acetyl-α-<span class="text-smallcaps">D</span>-glucopyranuronate
• Methyl 2,3,4-tri-O-acetyl-1-bromo-1-deoxy-α-<span class="text-smallcaps">D</span>-glucopyranosyluronate
• Methyl 2,3,4-tri-O-acetyl-1-bromo-1-deoxy-α-<span class="text-smallcaps">D</span>-glucopyranuranate
• Methyl 2,3,4-tri-O-acetyl-1-bromo-α-<span class="text-smallcaps">D</span>-glucopyranuronate
• Methyl 2,3,4-tri-O-acetyl-α-bromoglucuronate
• Methyl acetobromoglucuronate
• Methyl tri-O-acetyl-1-bromo-1-deoxy-alpha-D-glucopyranuronate
• Methyl α-acetobromglucuronate
• Methyl α-acetobromoglucuronate
• alpha-D-Glucopyranuronic acid, 1-bromo-1-deoxy-, methyl ester, triacetate
• methyl 2,3,4-tri-O-acetyl-alpha-D-glucopyranosyluronate bromide
• methyl 2,3,4-tri-O-acetylhexopyranosyluronate bromide
• α-<span class="text-smallcaps">D</span>-Glucopyranuronic acid, 1-bromo-1-deoxy-, methyl ester, 2,3,4-triacetate
• α-<span class="text-smallcaps">D</span>-Glucopyranuronic acid, 1-bromo-1-deoxy-, methyl ester, triacetate
• α-D-Glucopyranuronic acid, 1-bromo-1-deoxy-, methyl ester, 2,3,4-triacetate
• α-D-Glucopyranuronic acid, 1-bromo-1-deoxy-, methyl ester, triacetate

Acetobromo-alpha-D-glucuronic Acid Methyl Ester

CAS: 21085-72-3

Formula: C₁₃H₁₇BrO₉

Purity: >95.0%(GC)

Color and Shape: White to Light gray to Light yellow powder to crystal

Molecular weight: 397.17

Ref: 3B-A3379

Acetobromo-α-D-glucuronic acid, methyl ester

CAS: 21085-72-3

Acetobromo-α-D-glucuronic acid, methyl ester

Formula: C₁₃H₁₇BrO₉

Purity: 98%

Color and Shape: White Solid-Crystals

Molecular weight: 397.17267

Ref: 54-BIA6200

Acetobromo-α-D-glucuronic acid, methyl ester

CAS: 21085-72-3

Acetobromo-α-D-glucuronic acid, methyl ester

Formula: C₁₃H₁₇BrO₉

Purity: 95%

Color and Shape: Solid

Molecular weight: 397.17267

Ref: 54-OR6200T

Methyl acetobromo-α-D-glucuronate

CAS: 21085-72-3

Formula: C₁₃H₁₇BrO₉

Purity: 97%

Color and Shape: Solid

Molecular weight: 397.1727

Ref: IN-DA00385Z

Acetobromo-α-D-glucuronic acid methyl ester

CAS: 21085-72-3

Acetobromo-α-D-glucuronic acid methyl ester, 98% (Acetobromo-alpha-D-glucuronic acid methyl ester, 98%) is suitable for research in glycobiology and can be utilized in glycosylation reactions with appropriate glycoside receptors.

Formula: C₁₃H₁₇BrO₉

Molecular weight: 397.173

Ref: TM-TSW-00042

Acetobromo-alpha-D-glucuronic Acid Methyl Ester (contains 2% CaCO3)

CAS: 21085-72-3

Stability Moisture Sensitive, Temperature Sensitive
Applications Acetobromo-α-D-glucuronic Acid Methyl Ester (cas# 21085-72-3) is a useful compound for preparing a fluorogenic probe for human heparanase.
References Honda, T., et al.: J. Med. Chem., 31, 1295 (1988), Liu, J., et al.: Chem. Sci., (2020)

Formula: C₁₃H₁₇BrO₉

Color and Shape: Neat

Molecular weight: 397.17

Ref: TR-A162000

Acetobromo-alpha-D-glucuronic Acid-13C6 Methyl Ester

Controlled Product

CAS: 21085-72-3

Formula: C₆C₇H₁₇BrO₉

Color and Shape: Neat

Molecular weight: 403.129

Ref: TR-A162002

Acetobromo-a-D-glucuronic acid methyl ester

CAS: 21085-72-3

Formula: C₁₃H₁₇BrO₉

Purity: ≥ 95.0% (anhydrous basis, exc. stabiliser)

Color and Shape: White to off-white powder

Molecular weight: 397.17

Ref: 7W-GC3316

1-Bromo-2,3,4-tri-O-acetyl-a-D-glucuronide methyl ester

CAS: 21085-72-3

1-Bromo-2,3,4-tri-O-acetyl-a-D-glucuronide methyl ester is a protected D-glucoronic acid with an alpha bromide at the anomeric position ready to undergo glycosylation reactions with suitable glycoside acceptors. Pharmaceutically active compounds have been used as acceptors to form β-linked D-glucuronide prodrugs which can be used to modify pharmacokinetics, improve solubility and lower the toxicity of the drug.

Formula: C₁₃H₁₇BrO₉

Purity: Min. 80%

Molecular weight: 397.17 g/mol

Ref: 3D-MB31644

Acetobromo-a-D-glucuronic acid methyl ester

CAS: 21085-72-3

Formula: C₁₃H₁₇BrO₉

Purity: 95%

Color and Shape: Solid

Molecular weight: 397.174

Ref: 10-F050538

1-Bromo-2,3,4-tri-O-acetyl-a-D-glucuronide methyl ester - 1% CaCO3

CAS: 21085-72-3

1-Bromo-2,3,4-tri-O-acetyl-a-D-glucuronide methyl ester is a protected D-glucoronic acid with an alpha bromide at the anomeric position ready to undergo glycosylation reactions with suitable glycoside acceptors. Pharmaceutically active compounds have been used as acceptors to form β-linked D-glucuronide prodrugs which can be used to modify pharmacokinetics, improve solubility and lower the toxicity of the drug.

Formula: C₁₃H₁₇BrO₉

Purity: Min. 98 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 397.17 g/mol

Ref: 3D-MB04460

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

CAS: 21085-72-3

(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Formula: C₁₃H₁₇BrO₉

Purity: 97% (stabilized with CaCO3)

Molecular weight: 397.17

Ref: IN-DG14833