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Bromo-2,3,4-tri-O-benzoyl-α-D-glucuronic Acid Methyl Ester is a chemical compound derived from α-D-glucuronic acid, with a methyl ester functional group and three benzoyl groups attached at the 2, 3, and 4 positions. It is an off-white solid and is primarily used in organic synthesis.

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  • 103674-69-7 Structure
  • Basic information

    1. Product Name: Bromo-2,3,4-tri-O-benzoyl-α-D-glucuronic Acid Methyl Ester
    2. Synonyms: 1-Bromo-1-deoxy-2,3,4-tribenzoate α-D-Glucopyranuronic Acid Methyl Ester;Bromo-2,3,4-tri-O-benzoyl-α-D-glucuronic Acid Methyl Ester;Methyl (2,3,4-Tri-O-benzoyl-α-D-glucopyranosyl bromide)uronate;1-Bromo-1-deoxy-2,3,4-tribenzoate a-D-Glucopyranuronic Acid Methyl Ester;Bromo-2,3,4-tri-O-benzoyl-a-D-glucuronic Acid Methyl Ester;Methyl (2,3,4-Tri-O-benzoyl-a-D-glucopyranosyl bromide)uronate;1-Bromo-2,3,4-tri-O-benzoyl-a-D-glucuronide methyl ester
    3. CAS NO:103674-69-7
    4. Molecular Formula: C28H23BrO9
    5. Molecular Weight: 583.38082
    6. EINECS: N/A
    7. Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives;Intermediates
    8. Mol File: 103674-69-7.mol
  • Chemical Properties

    1. Melting Point: 90-93°C
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: 1.627
    7. Storage Temp.: Refrigerator
    8. Solubility: Chloroform (Slightly), Methanol (Slightly, Heated)
    9. Stability: Acid Sensitive, Temperature Sensitive
    10. CAS DataBase Reference: Bromo-2,3,4-tri-O-benzoyl-α-D-glucuronic Acid Methyl Ester(CAS DataBase Reference)
    11. NIST Chemistry Reference: Bromo-2,3,4-tri-O-benzoyl-α-D-glucuronic Acid Methyl Ester(103674-69-7)
    12. EPA Substance Registry System: Bromo-2,3,4-tri-O-benzoyl-α-D-glucuronic Acid Methyl Ester(103674-69-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 103674-69-7(Hazardous Substances Data)

103674-69-7 Usage

Uses

Used in Organic Synthesis:
Bromo-2,3,4-tri-O-benzoyl-α-D-glucuronic Acid Methyl Ester is used as an intermediate in the synthesis of various organic compounds. Its unique structure allows for further functionalization and modification, making it a valuable building block in the development of new molecules with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Bromo-2,3,4-tri-O-benzoyl-α-D-glucuronic Acid Methyl Ester is used as a key component in the development of novel drugs. Its structural properties enable the creation of new drug candidates with potential therapeutic effects, contributing to the advancement of medical treatments.
Used in Chemical Research:
Bromo-2,3,4-tri-O-benzoyl-α-D-glucuronic Acid Methyl Ester is also utilized in chemical research for studying the properties and reactivity of similar compounds. Its unique structure provides insights into the behavior of related molecules, aiding in the understanding of chemical reactions and the development of new synthetic methods.
Used in Material Science:
In the field of material science, Bromo-2,3,4-tri-O-benzoyl-α-D-glucuronic Acid Methyl Ester can be employed in the development of new materials with specific properties. Its incorporation into polymers or other materials may lead to the creation of novel materials with enhanced characteristics, such as improved stability or biocompatibility.

Check Digit Verification of cas no

The CAS Registry Mumber 103674-69-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,3,6,7 and 4 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 103674-69:
(8*1)+(7*0)+(6*3)+(5*6)+(4*7)+(3*4)+(2*6)+(1*9)=117
117 % 10 = 7
So 103674-69-7 is a valid CAS Registry Number.
InChI:InChI=1/C28H23BrO9/c1-34-28(33)23-21(37-26(31)18-13-7-3-8-14-18)20(36-25(30)17-11-5-2-6-12-17)22(24(29)35-23)38-27(32)19-15-9-4-10-16-19/h2-16,20-24H,1H3/t20-,21-,22-,23?,24-/m0/s1

103674-69-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 2,3,4-tri-O-benzoyl-1-bromo-1-deoxy-α-D-glucopyranuronate

1.2 Other means of identification

Product number -
Other names methyl (2,3,4-tri-O-benzoyl-α-D-glucopyranosyl)uronate bromide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:103674-69-7 SDS

103674-69-7Relevant articles and documents

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Paragraph 0033; 0040; 0042, (2021/07/01)

The invention belongs to the technical field of medicines, and relates to a quinoline compound containing a sulfonamide structure as well as a preparation method and medical application of the quinoline compound. The quinoline compound containing the sulf

Preparation method and medical application of sulfonamide compounds with glucuronic acid structures

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Paragraph 0026, (2018/05/30)

The invention belongs to the technical field of pharmacy, and provides sulfonamide compounds with glucuronic acid structures. Structures of the sulfonamide compounds with the glucuronic acid structures are shown in a general formula (I) and a general form

Synthesis of glucuronic acid derivatives via the efficient and selective removal of a C6 methyl group

Hou, Zhuang,Liu, Yang,Zhang, Xin-xin,Chang, Xiao-wei,Cheng, Mao-sheng,Guo, Chun

supporting information, p. 423 - 426 (2017/01/10)

This investigation is related to the development of a general strategy for the synthesis of certain glucuronic acid derivatives. In particular, we report exceptionally selective conditions for removing the C6 methyl protecting group by potassium hydroxide

Glucuronic acid-based ulosyl donors for introducing α-d-GlcA and β-d-ManA units

Lergenmueller, Matthias,Lichtenthaler, Frieder W.

, p. 2132 - 2137 (2008/02/10)

Practical protocols are described for a five-step conversion of d-glucuronolactone into α-d-arabino-2-ketoglucuronyl bromides, which due to their α-selective or β-specific glycosidation, and gluco- or manno-specific carbonyl reductions of the glucurono-2-ulosides formed, are expedient indirect donor substrates for the efficient introduction of α-d-GlcA or β-d-ManA residues.

Synthesis of oligosaccharides related to the HNK-1 antigen: I. Synthesis of selectively protected allyl 3-O-[methyl(β-D-glucopyranosyl)uronate]-β-D-galactopyranoside

Kornilov,Kononov,Zatonskii,Shashkov,Nifant'ev

, p. 597 - 607 (2007/10/03)

The glycosylation of several mono- and dihydroxyl glycosyl acceptors based on allyl β-D-galactopyranoside with completely acylated glucuronyl bromides under the Helferich reaction conditions was studied in order to develop a method for the preparative synthesis of selectively protected disaccharide β-D-GlcA-(1→3)-β-D-Gal in a form that can be used for further preparation of corresponding glycosyl donors and spacerated derivatives. We found that 1,2-orthoesters were the major primary products of the reaction, and their further conversion into isomeric glycosides depended on pH and can be regulated by the type of molecular sieves used. When Acid Washed Molecular Sieves AW 300 were used, glycosides were predominantly synthesized. No selective formation of the (1→3)-bound disaccharide was observed upon glycosylation of glycosyl acceptors with 2,3- and 3,4-diol groupings. This (1→3)-bound disaccharide was most efficiently synthesized by glycosylation of allyl 4,6-O-benzylidene-2-O-benzoyl-β-D-galactopyranoside with pivaloylated glucuronyl bromide. With acetylated or benzoylated glucuronyl bromides or with pivaloyl glucuronyl imidate, this galactoside can also be glycosylated but with a lower yield of the target (1→3)-bound disaccharide and lower glycosylation regioselectivity.

2-Deoxy-2-trichloroacetamido-D-glucopyranose derivatives in oligosaccharide synthesis: from hyalouronic acid to chondroitin 4-sulfate trisaccharides

Coutant, Caroline,Jacquinet, Jean-Claude

, p. 1573 - 1582 (2007/10/02)

Suitably protected derivatives of phenyl 2-deoxy-1-thio-2-trichloroacetamido-β-D-glucopyranoside, 6, 15 and 16, a new class of glycosyl donors, were tested in the reaction with sugar acceptors of low reactivity (i.e., the methyl uronate 2).This methodolog

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