Lot numbers can be found on the outside label of a product:
Dimethyl 2-bromopentanedioate
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CAS No. 760-94-1
- Cat. No. CS-0139396
- Purity≥96%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 760-94-1
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General Information
- CAS No. 760-94-1
- Cat. No. CS-0139396
- Purity ≥96%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₁₁BrO₄
- Molecular Weight 239.06
- Synonym(s) DIMETHYL A-BROMOGLUTARATE
- SMILES O=C(OC)C(Br)CCC(OC)=O
Description
Dimethyl 2-bromopentanedioate features a bromine-substituted aliphatic chain flanked by ester groups, enabling direct incorporation into multistep syntheses. This electrophilic site facilitates nucleophilic substitution under mild conditions, delivering functionalized diesters with high regiocontrol. The molecule exhibits excellent stability under standard bench handling and integrates smoothly into peptide-coupling and heterocycle-forming sequences.
Application
Dimethyl 2-bromopentanedioate serves as a versatile diester building block for the synthesis of γ-bromo- and δ-bromocarboxylic acid derivatives. Its bromine substituent enables subsequent nucleophilic substitution, facilitating the construction of functionalized heterocycles and amino acid analogs. The molecule exhibits good bench stability and is compatible with standard coupling and deprotection protocols, enabling efficient access to complex scaffolds in medicinal chemistry and peptide synthesis workflows.
Synthesis
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Route1
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67-56-1 -
In-stock
110-94-1 - ~74%
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In-stock
760-94-1
References
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NANJING CAVENDISH BIO-ENGINEERING TECHNOLOGY CO., LTD.; YAN, Rong; YANG, Hao; XU, Yongxiang Patent: WO2010/139266 A1, 2010 ; Location in patent: Page/Page column 39-40 ;
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Route2
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96-32-2
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292638-85-8
- ~%
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In-stock
760-94-1
References
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Velichko,F.K.; Vinogradova,L.V. Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1975 , vol. 24, p. 1459 - 1463 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1975 , vol. 24, p. 1575 - 1580
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Route3
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In-stock
1501-27-5 - ~%
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In-stock
760-94-1
References
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Hoye, Thomas R.; Caruso, Andrew J.; Magee, Andrew S. Journal of Organic Chemistry, 1982 , vol. 47, # 21 p. 4152 - 4156
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302
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Precautionary Statements : P264-P270-P330
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Quality Control
Computational Chemistry Data
- TPSA 52.6
- LogP 0.8761
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 4
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