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51528-22-4

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51528-22-4 Usage

General Description

S-2-Bromo Glutaric acid is a chemical compound often used in pharmaceutical and biochemical research. As an organic compound, its chemical formula is C5H7BrO4 and has a molecular weight of 227.01 g/mol. Its compound ID in the PubChem database is 89070852. Recognized by its yellow crystal-like form, it should be stored in a cool, dry place for preservation. As with many organic compounds, S-2-Bromo Glutaric acid can pose health risks if not handled properly, including eye and skin irritation and potential harm if swallowed or inhaled. Protective measures must be taken when handling this compound.

Check Digit Verification of cas no

The CAS Registry Mumber 51528-22-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,5,2 and 8 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 51528-22:
(7*5)+(6*1)+(5*5)+(4*2)+(3*8)+(2*2)+(1*2)=104
104 % 10 = 4
So 51528-22-4 is a valid CAS Registry Number.

51528-22-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-bromopentanedioic acid

1.2 Other means of identification

Product number -
Other names a-Bromoglutaric acid

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:51528-22-4 SDS

51528-22-4Synthetic route

L-glutamic acid
56-86-0

L-glutamic acid

2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

Conditions
ConditionsYield
With hydrogen bromide; potassium bromide; sodium nitrite In water at -15 - 20℃; for 3h;42%
With sulfuric acid; sodium bromide; sodium nitrite In water at 0℃; for 0.333333h;40%
With hydrogen bromide; potassium bromide; sodium nitrite In water for 2h; Cooling with ice;
Glutamic acid
617-65-2

Glutamic acid

2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

Conditions
ConditionsYield
With hydrogen bromide; sodium bromide; sodium nitrite In water for 7.5h;
Stage #1: Glutamic acid With hydrogen bromide; sodium bromide; sodium nitrite at -5 - 0℃; for 2.83333h;
Stage #2: With sulfuric acid
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

bis(furan-2-ylmethyl) 2-bromopentanedioate

bis(furan-2-ylmethyl) 2-bromopentanedioate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 0℃; for 16.3333h; Inert atmosphere;80%
acetic acid tert-butyl ester
540-88-5

acetic acid tert-butyl ester

2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

di-tert-butyl 2-bromopentanedioic acid

di-tert-butyl 2-bromopentanedioic acid

Conditions
ConditionsYield
With perchloric acid at 20℃;42%
2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

2-mercapto-glutaric acid
36303-63-6

2-mercapto-glutaric acid

Conditions
ConditionsYield
With water Einw.von wss.-alkoh.NH3 auf das Reaktionsprodukt;
2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

benzyl alcohol
100-51-6

benzyl alcohol

dibenzyl 2-bromopentanedioate
596121-81-2

dibenzyl 2-bromopentanedioate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene at 25℃; for 8h; Reflux;2.6 mg
2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

dimethyl 2-iodoglutarate

dimethyl 2-iodoglutarate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / 1.25 h / Inert atmosphere; Reflux
2: sodium iodide / acetone / 2 h / Reflux
View Scheme
2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

dimethyl 2-[bis(benzyl)amino]glutarate
51453-91-9

dimethyl 2-[bis(benzyl)amino]glutarate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / 1.25 h / Inert atmosphere; Reflux
2: triethylamine / acetonitrile / 40 h / 60 °C / Inert atmosphere
View Scheme
2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

dimethyl-2-({[o-(benzyloxy)phenyl]methyl}(methoxycarbonylmethyl)amino) glutarate

dimethyl-2-({[o-(benzyloxy)phenyl]methyl}(methoxycarbonylmethyl)amino) glutarate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 1.25 h / Inert atmosphere; Reflux
2: sodium iodide / acetone / 2 h / Reflux
3: potassium carbonate / acetonitrile / 144 h / 60 °C / Molecular sieve; Inert atmosphere
View Scheme
methanol
67-56-1

methanol

2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

dimethyl-2-bromoglutarate
760-94-1

dimethyl-2-bromoglutarate

Conditions
ConditionsYield
With sulfuric acid for 1.25h; Fischer-Speier Esterification; Inert atmosphere; Reflux;2.79 g
2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

benzyl alcohol
100-51-6

benzyl alcohol

(S)-dibenzyl 2-phenylpentanedioate

(S)-dibenzyl 2-phenylpentanedioate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / benzene / 8 h / 25 °C / Reflux
2: (4S,4S')-(-)-2,2'-(1-methylethylidene)bis[4,5-dihydro-4-(phenylmethyl)oxazole]; cobalt(II) iodide / tetrahydrofuran; diethyl ether / 6 h / -80 °C / Schlenk technique; Inert atmosphere
View Scheme
ethanol
64-17-5

ethanol

2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 48h; Cooling with ice;19.5 g
2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

C38H60N4O12

C38H60N4O12

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / 48 h / 20 °C / Cooling with ice
2: potassium carbonate / acetonitrile / 24 h / 65 °C
View Scheme
2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

2-[3,9-bis(1,3-dicarboxy-propyl)-3,6,9,15-tetraazabicyclo[9.3.1] pentadeca-1(14),11(15),12-trien-6-yl]-pentanedioic acid

2-[3,9-bis(1,3-dicarboxy-propyl)-3,6,9,15-tetraazabicyclo[9.3.1] pentadeca-1(14),11(15),12-trien-6-yl]-pentanedioic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / 48 h / 20 °C / Cooling with ice
2: potassium carbonate / acetonitrile / 24 h / 65 °C
3: water; sodium hydroxide / ethanol / 23 h / 80 °C
View Scheme
2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

Gd(PCTA-tris-glutaric acid)
933983-88-1

Gd(PCTA-tris-glutaric acid)

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: thionyl chloride / 48 h / 20 °C / Cooling with ice
2: potassium carbonate / acetonitrile / 24 h / 65 °C
3: water; sodium hydroxide / ethanol / 23 h / 80 °C
4: sodium hydroxide / water / 20 °C / pH 7
View Scheme

51528-22-4Relevant articles and documents

Healable network polymers bearing flexible poly(lauryl methacrylate) chains via thermo-reversible furan-maleimide diels–alder reaction

Patil, Sachin S.,Torris, Arun,Wadgaonkar, Prakash P.

, p. 2700 - 2712 (2017)

A new ATRP initiator containing two furyl rings, namely, bis(furan-2-ylmethyl) 2-bromopentanedioate was synthesized starting from commercially available l-glutamic acid as a precursor. Well-defined bisfuryl-terminated poly(lauryl methacrylate) macromonomers with molecular weight and dispersity in the range 5000–12,000 g mol?1 and 1.30–1.37, respectively, were synthesized employing the initiator by atom transfer radical polymerization (ATRP). Independently, 1,1′,1″-(nitrilotris(ethane-2,1-diyl))tris(1H-pyrrole-2,5-dione) was synthesized as a tris-maleimide counterpart for furan-maleimide click reaction. Thermo-reversible network polymer bearing flexible poly(lauryl methacrylate; (PLMA) chains was obtained by furan-maleimide Diels–Alder click reaction of bisfuryl-terminated PLMA with 1,1′,1″-(nitrilotris(ethane-2,1-diyl))tris(1H-pyrrole-2,5-dione). The prepared network polymer showed retro-Diels–Alder reaction in the temperature range 110–170 °C as determined from DSC analysis. The presence of low Tg (–40 °C) PLMA chains induced chain mobility to the network structure which led to the complete scratch healing of the coating at 60 °C in five days due to furan-maleimide adduct formation. The storage modulus of the network polymer was found to be 3.7 × 104 Pa at the constant angular frequency of 5 rad/sec and strain of 0.5%. The regular reversal of storage (G′) and loss modulus (G″) was observed with repeated heating (40 to 110 °C) and cooling cycles (110 to 40 °C) at constant angular frequency and strain.

GADOLINIUM BEARING PCTA-BASED CONTRAST AGENTS

-

Page/Page column 29-30, (2020/03/02)

The present invention relates to the RRR/SSS pair of enantiomers of the of Gd(PCTA-tris-glutamic acid), the single enantiomers of the pair, the pharmaceutically acceptable salts thereof, their amide derivatives, and compositions comprising at least 50% of these compounds.

Cobalt-bisoxazoline-catalyzed asymmetric kumada cross-coupling of racemic α-bromo esters with aryl grignard reagents

Mao, Jianyou,Liu, Feipeng,Wang, Min,Wu, Lin,Zheng, Bing,Liu, Shangzhong,Zhong, Jiangchun,Bian, Qinghua,Walsh, Patrick J.

supporting information, p. 17662 - 17668 (2015/02/02)

The first cobalt-catalyzed asymmetric Kumada cross-coupling with high enantioselectivity has been developed. The reaction affords a unique strategy for the enantioselective arylation of α-bromo esters catalyzed by a cobalt-bisoxazoline complex. A variety of chiral α-arylalkanoic esters were prepared in excellent enantioselectivity and yield (up to 97% ee and 96% yield). The arylated products were transformed into α-arylcarboxylic acids and primary alcohols without erosion of ee. The new enantioenriched α-arylpropionic esters synthesized herein are potentially useful in the development of nonsteroidal anti-inflammatory drugs. This method was conducted on gram-scale and applied to the synthesis of highly enantioenriched (S)-fenoprofen and (S)-ar-turmerone.

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