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Acetobromo-alpha-D-glucuronic acid methyl ester

Acetobromo-alpha-D-glucuronic acid methyl ester Structure
Acetobromo-alpha-D-glucuronic acid methyl ester structure
CAS No.
21085-72-3
Chemical Name:
Acetobromo-alpha-D-glucuronic acid methyl ester
Synonyms
(2R,3R,4S,5S,6S)-2-BroMo-6-(Methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate;Methyl acetobromo-α-D-glucuronate;METHYL ACETOBROMO-ALPHA-D-GLUCURONATE;acetobromo-α-d-glucuronic acid methyl ester;Bromo-2,3,4-tri-O-acetyl-α-d-glucopyranuronic Acid Methyl Ester;methyl (2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-bromo-tetrahydropyran-2-carboxylate;1-Bromo-1-deoxy-2-O,3-O,4-O-triacetyl-α-D-glucopyranuronic acid methyl ester;EOS-61715;Acetobromo-aL;Einecs 244-203-4
CBNumber:
CB8396406
Molecular Formula:
C13H17BrO9
Molecular Weight:
397.17
MDL Number:
MFCD00061613
MOL File:
21085-72-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:55:42
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Acetobromo-alpha-D-glucuronic acid methyl ester Properties

Melting point 80-110 °C(lit.)
Boiling point 388.6±42.0 °C(Predicted)
Density 1.52
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility Acetonitrile (Slightly), Chloroform (Slightly, Heated, Sonicated), Dichlorometha
form Crystalline Powder or Solid
color White to gray
optical activity [α]/D 188 to 198 °, c =1% (w/v) in ethyl acetate
BRN 96281
Stability Moisture and Temperature Sensitive
InChI InChI=1/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-/s3
InChIKey BCDVKFMSIQGEHB-CIQUZCHMSA-N
SMILES O([C@@H]1[C@H]([C@@H](Br)O[C@H](C(=O)OC)[C@H]1OC(=O)C)OC(=O)C)C(=O)C |&1:1,2,3,6,11,r|
CAS DataBase Reference 21085-72-3(CAS DataBase Reference)
UNSPSC Code 12352201
NACRES NA.25

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25
WGK Germany  3
F  3-8-10-21
Hazard Note  Irritant/Store Cold under -20oC
HS Code  29189900
Storage Class 11 - Combustible Solids

Acetobromo-alpha-D-glucuronic acid methyl ester price More Price(78)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A8292 Acetobromo-α-D-glucuronic acid methyl ester ≥93% 21085-72-3 1g $291 2026-04-30 Buy
Sigma-Aldrich A8292 Acetobromo-α-D-glucuronic acid methyl ester ≥93% 21085-72-3 5g $989 2026-04-30 Buy
TCI Chemical A3379 Acetobromo-α-D-glucuronic Acid Methyl Ester min. 95.0 % 21085-72-3 1G $29 2026-04-30 Buy
TRC TRC-G596852-50MG D-Glucuronic Acid-13C6 Sodium Salt Hydrate 50mg $1599 2026-06-03 Buy
TRC TRC-A162000-25G Acetobromo-alpha-D-glucuronic Acid Methyl Ester (contains 2% CaCO3) 21085-72-3 25g $1289 2026-06-03 Buy
Product number Packaging Price Buy
A8292 1g $291 Buy
A8292 5g $989 Buy
A3379 1G $29 Buy
TRC-G596852-50MG 50mg $1599 Buy
TRC-A162000-25G 25g $1289 Buy

Acetobromo-alpha-D-glucuronic acid methyl ester Chemical Properties,Uses,Production

Synthesis

Synthesis of 21085-72-3

The specific preparation steps are as follows: Methyl 1,2,3,4-tetra-O-acetyl-D-glucuronide (3) (15.0 g, 4 mmol) was added to an acetic acid solution of hydrogen bromide (hydrogen bromide mass percentage 33%) (60 mL) and kept stable at no more than 10 °C. Then, the mixture was naturally heated to room temperature and stirred for 2 hours. The reaction was concentrated to dryness and dissolved in 100 mL of ethyl acetate. The organic phase was then washed three times with an aqueous sodium bicarbonate solution and dried with anhydrous sodium sulfate. The filtrate was concentrated to dryness and 50 mL of petroleum ether was added to precipitate a solid. The solid was filtered to obtain ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER (4) (yield 14.3 g, 90%).

Uses

Acetobromo-α-D-glucuronic acid methyl ester is used for the synthesis of HMR1098-S-glucuronide methyl ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.
Acetobromo-α-D-glucuronic acid methyl ester is used for the synthesis of water-soluble glucuronide derivatives of Camptothecin, which is used for cancer prodrug monotherapy and antibody-directed enzyme prodrug therapy (ADEPT).
Acetobromo-α-D-glucuronic acid methyl ester is used for the synthesis of glucuronide prodrug compounds of Janus kinase (JAK) inhibitor tofacitinib, which could be cleaved by β-glucuronidase enzymes such as those produced by the microbiome in the gastrointestinal tract, thereby increasing levels of tofacitinib at the site of gastrointestinal inflammation and limiting the systemic exposure of tofacitinib when treating localized inflammatory diseases.

Chemical Properties

White Crystalline Solid

Uses

Antitumor agent

Acetobromo-alpha-D-glucuronic acid methyl ester synthesis

7355-18-2
21085-72-3
Synthesis of Acetobromo-alpha-D-glucuronic acid methyl ester from Methyl 1,2,3,4-tetra-O-acetyl-beta-D-glucuronate

Acetobromo-alpha-D-glucuronic acid methyl ester Preparation Products And Raw materials

Raw materials

L-Idofuranuronic acid, γ-lactone -D-glucuronic Acid Methyl Ester 2,3,4-Triacetate .beta.-D-Glucopyranuronic acid, 5-C-bromo-, methyl ester, tetraacetate Glucopyranuronic acid, methyl ester, α-D- (8CI) 1,2,3,4-Tetra-O-acetyl-a-D-glucuronidemethylester
D-glucuronide methyl ester 1-Bromo-n n,2-trimethylpropenylamine Methyl 1,2,3,4-tetra-O-acetyl-beta-D-glucuronate D-Glucurone

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Preparation Products

P-TOLYL-BETA-D-GLUCURONIDE Ethyl 1-Thio-β-D-glucuronide (2-Ethyl 2,3,4-Tri-O-acetyl--D-glucopyranoside) Uronate 1-O-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)-β-D-glucopyranuronic Acid 2,3,4-Triacetate Methyl Ester

Acetobromo-alpha-D-glucuronic acid methyl ester Suppliers

Global( 278)Suppliers
Supplier Tel Email Country ProdList Advantage
Suzhou Haiheng Biological Pharmaceutical Co., Ltd. 0512-65045967 15365387483 sales@haihengpharm.com China 108 55
Jinan Samuel Pharmaceutical Co., Ltd. 0531-88821801 15192360884 605818151@qq.com China 479 58
Aikon International Limited 025-58859352 19370895928 sales01@aikonchem.com China 15078 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
INTATRADE GmbH +49 3493/605464 sales@intatrade.de Germany 3563 66
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
ZHIWE CHEMTECH CO LTD 021-20221225 13917446399 zwchem@163.com China 531 61
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Jia Xing Isenchem Co.,Ltd 0573-85285100 18627885956 isenchem@163.com China 9389 66
Accela ChemBio Co.,Ltd. 021-50795510 4000665055 marketing@accelachem.com China 10972 64
Supplier Advantage
Suzhou Haiheng Biological Pharmaceutical Co., Ltd. 55
Jinan Samuel Pharmaceutical Co., Ltd. 58
Aikon International Limited 58
J & K SCIENTIFIC LTD. 76
INTATRADE GmbH 66
3B Pharmachem (Wuhan) International Co.,Ltd. 69
ZHIWE CHEMTECH CO LTD 61
Energy Chemical 61
Jia Xing Isenchem Co.,Ltd 66
Accela ChemBio Co.,Ltd. 64

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View Lastest Price from Acetobromo-alpha-D-glucuronic acid methyl ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Acetobromo-a-D-glucuronic acid methyl ester pictures 2026-09-11 Acetobromo-a-D-glucuronic acid methyl ester
21085-72-3
 1G 98%min 30kg/month WUHAN FORTUNA CHEMICAL CO., LTD
ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER pictures 2026-07-31 ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER
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 1kg 98% 5000kg Shanghai Joy Biotech Ltd.
Acetobromo-alpha-d-glucuronic acid methyl ester pictures 2022-02-19 Acetobromo-alpha-d-glucuronic acid methyl ester
21085-72-3
 1KG 98.4% 100 tons Honest Joy Holdings Limited

Acetobromo-alpha-D-glucuronic acid methyl ester Spectrum

ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER(21085-72-3)1HNMRACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER(21085-72-3)FT-IR

21085-72-3(Acetobromo-alpha-D-glucuronic acid methyl ester)Related Search:

Pinacol vinylboronate 2-[(Acetyloxy)methoxy]ethyl acetate Ethyl glyoxalate Ethyl 2-(ethoxymethylene)-4,4,4-trifluoroacetoacetate Diethyl ethoxymethylenemalonate
2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide Ethoxy-imino-acetic acid ethyl ester Acetoacetic acid isoamyl ester 2-(2-Methoxyethoxy)acetic acid 2-Bromoethyl acetate
5-Bromopentan-1-ol D-Glucuronic acid Methyl 6-bromohexanoate 1-Bromo-4-methoxybutane 6-Bromo-1-hexanol
6-Bromohexanoic acid 3-Bromo-1,2-propanediol 1-Bromo-2-butanol

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Methyl acetobromo-α-D-glucuronate, Bromo-2,3,4-tri-O-acetyl-α-D-glucopyranuronic acid methyl ester, (2,3,4-Tri-O-acetyl-α-D-glucopyranosyl bromide)uronic acid methyl ester 2,3,4-Trideoxy-2,3,4-triacetoxy-1-bromo-1-deoxy-α-D-glucopyranuronic acid methyl ester 2-O,3-O,4-O-Triacetyl-1-bromo-1-deoxy-α-D-glucopyranuronic acid methyl ester 2-O,3-O,4-O-Triacetyl-6-O-methyl-6-C-oxo-1-bromo-1-deoxy-α-D-glucopyranose 2-O,3-O,4-O-Triacetyl-6-O-methyl-6-oxo-α-D-glucopyranosyl bromide 6-O-Methyl-2-O,3-O,4-O-triacetyl-α-D-glucopyranuronosyl bromide Einecs 244-203-4 Acetobromo-α-D-glucuronic acid methyl ester ,98% Methyl (3S,4R,6R)-3,4,5-tris(acetoxy)-6-bromotetrahydro-2H-pyran-2-carboxylate Methyl 1-bromo-1-deoxy-2,3,4-tri-O-acetyl-alpha-D-glucopyranuronate Methyl 2,3,4-tri-O-acetyl-1-bromo-1-deoxy-alpha-D-glucopyranosyluronate BROMO-2,3,4-TRI-O-ACETYL-ALPHA-D-GLUCOPYRANURONIC ACID METHYL ESTER BROMOMETHYLTRIACETYL GLUCURONATE alpha-d-glucopyranuronicacid,1-bromo-1-deoxy-,methylester,triacetate (2,3,4-TRI-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE)URONIC ACID METHYL ESTER 2,3,4-TRI-O-ACETYL-1-BROMO-1-DEOXY-ALPHA-DGLUCOPYRANOSIDURONIC ACID METHYL ESTER 1-BROMO-1-DEOXY-2,3,4-TRI-0-ACETYL-Α-D-GLUCURONICACID METHYL (2S,3S,4S,5R,6R)-3,4,5-TRIS(ACETYLOXY)-6-BROMOOXANE-2-CARBOXYLATE 1-Bromo-2,3,4-tri-O-acetyl-α-D- glucuronide methyl ester EOS-61715 1-Bromo-1-deoxy-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester (2S,3S,4S,5R,6R)-methyl 3,4,5-triacetoxy-6-bromo-tetrahydro-2H-pyran-2-carboxylate (2R,3R,5S)-2-bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1-Bromo-2,3,4-tri-O-acetyl-a-D-glucuronide methyl ester - 1% CaCO3 Acetobromo-α-D-glucuronic Acid Methyl Ester Α-D 1-Bromo-2,3,4-tri-O-acetyl-α-D-glucuronic Acid Methyl Ester Methyl a-Acetobromoglucuronate Bromo-2,3,4-tri-O-acetyl-a-d-glucopyranuronic Acid Methyl Ester (2,3,4-tri-o-acetyl-α-d-glucopyranosyl bromide)uronic acid methyl ester 1-Bromo-2,3,4-tri-O-acetyl-a-D-glucuronidemethylester METHYL 2,3,4-TRI-O-ACETYL-1-BROMO-1-DEOXY-A-D-GLUCOPYRANURONATE Acetobromo-alpha-D-glucuronic acid, methyl ester 95+% 1-Bromo-1-deoxy-2,3,4-tri-O-acetyl-ALPHA-D-glucuronide methyl ester Bromo-2,3,4-tri-O-acetyl-α-d-glucopyranuronic Acid Methyl Ester Methyl α-Acetobromoglucuronate ACETOBROMO-A-D-GLUCURONIC ACID, METHYL ESTER methyl tri-O-acetyl-1-bromo-1-deoxy-alpha-D-glucopyranuronate 1-BROMO-2,3,4-TRI-O-ACETYL-ALPHA-D-GLUCURONIC ACID METHYL ESTER Acetobromo-aL ucuronicacidmethyL 2,3,4-Tri-O-acetyl-1-bromo-1-deoxy-α-D-glucopyranuronic acid methyl ester Methyl 2,3,4-Tri-O-acetyl-alpha-D-glucopyranosyluronate Bromide ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER USP/EP/BP Acetobromo-α-D-glucuronic Acid Methyl Ester (contains 2% CaCO3) methyl tri-O-acetyl-1-bromo-1-deoxy-α-D-glucopyranuronate Acetobromo- α-D-glucuronic acid methyl ester Methyl(tri-O-acetyl-α-D-glucopyranosyl bromide)uronate α-D-Glucopyranuronic acid, 1-bromo-1-deoxy-, methyl ester, 2,3,4-triacetate D-Glucuronic Acid-13C6 Sodium Salt Hydrate Acetobromo-α-D-glucuronic acid methyl ester Acetobromo-α-D-glucuronic acid methyl ester, CAS 21085-72-3 Acetobromo-alpha-D-glucuronic Acid Methyl Ester (contains 2% CaCO3) (2R,3R,4S,5S,6S)-2-BroMo-6-(Methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 1-Bromo-1-deoxy-2-O,3-O,4-O-triacetyl-α-D-glucopyranuronic acid methyl ester acetobromo-α-d-glucuronic acid methyl ester methyl (2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-bromo-tetrahydropyran-2-carboxylate METHYL ACETOBROMO-ALPHA-D-GLUCURONATE Methyl acetobromo-α-D-glucuronate