Cas no 876589-13-8 (tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate)
tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate Chemical and Physical Properties
Names and Identifiers
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- 1-Boc-3-Chloromethylpyrrolidine
- tert-Butyl3-(chloromethyl)-1-pyrrolidinecarboxylate
- 3-Chloromethyl-pyrrolidine-1-carboxylic acid tert-butyl ester
- tert-Butyl 3-(chloromethyl)pyrrolidine-1-carboxylate
- 1,1-Dimethylethyl 3-(chloromethyl)-1-pyrrolidinecarboxylate (ACI)
- tert-Butyl 3-(chloromethyl)-1-pyrrolidinecarboxylate
- AS-30202
- MFCD08059338
- 1-Pyrrolidinecarboxylic acid, 3-(chloromethyl)-, 1,1-dimethylethyl ester
- 1-Boc-3-(chloromethyl)pyrrolidine
- AC-28285
- AB43113
- 3-Chloromethyl-pyrrolidine-1-carboxylic acid tert-butyl ester, AldrichCPR
- t-butyl 3-(chloromethyl)-1-pyrrolidinecarboxylate
- AB43110
- MFCD08059336
- AKOS015898150
- ZCOBWMKNMWVILV-UHFFFAOYSA-N
- CS-0005407
- 876589-13-8
- AB43107
- (S)-1-Boc-3-(chloromethyl)pyrrolidine
- SCHEMBL4940891
- DTXSID70679929
- SY344415
- DB-077067
- tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate
-
- MDL: MFCD08059338
- Inchi: 1S/C10H18ClNO2/c1-10(2,3)14-9(13)12-5-4-8(6-11)7-12/h8H,4-7H2,1-3H3
- InChI Key: ZCOBWMKNMWVILV-UHFFFAOYSA-N
- SMILES: O=C(N1CC(CCl)CC1)OC(C)(C)C
Computed Properties
- Exact Mass: 219.103
- Monoisotopic Mass: 219.103
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 14
- Rotatable Bond Count: 4
- Complexity: 213
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 1
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 29.5A^2
- XLogP3: 2.1
Experimental Properties
- Density: 1.101
- Boiling Point: 284.3°C at 760 mmHg
- Flash Point: 125.7°C
- Refractive Index: 1.477
- Vapor Pressure: 0.0±0.6 mmHg at 25°C
tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate Security Information
- Signal Word:warning
- Hazard Statement: H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- Warning Statement: P264+P280+P305+P351+P338+P337+P313
- Hazard Category Code: 25
- Safety Instruction: 45
-
Hazardous Material Identification:
- Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)
tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A109006233-250mg |
1-Boc-3-Chloromethylpyrrolidine |
876589-13-8 | 95% | 250mg |
$196.10 | 2023-08-31 | |
| Alichem | A109006233-1g |
1-Boc-3-Chloromethylpyrrolidine |
876589-13-8 | 95% | 1g |
$472.26 | 2023-08-31 | |
| Alichem | A109006233-5g |
1-Boc-3-Chloromethylpyrrolidine |
876589-13-8 | 95% | 5g |
$1390.00 | 2023-08-31 | |
| Fluorochem | 088265-1g |
3-Chloromethyl-pyrrolidine-1-carboxylic acid tert-butyl ester |
876589-13-8 | 95% | 1g |
£229.00 | 2022-03-01 | |
| Fluorochem | 088265-5g |
3-Chloromethyl-pyrrolidine-1-carboxylic acid tert-butyl ester |
876589-13-8 | 95% | 5g |
£1143.00 | 2022-03-01 | |
| TRC | C598355-50mg |
3-Chloromethyl-pyrrolidine-1-carboxylic Acid tert-butyl ester |
876589-13-8 | 50mg |
$ 70.00 | 2022-06-06 | ||
| TRC | C598355-100mg |
3-Chloromethyl-pyrrolidine-1-carboxylic Acid tert-butyl ester |
876589-13-8 | 100mg |
$ 95.00 | 2022-06-06 | ||
| TRC | C598355-500mg |
3-Chloromethyl-pyrrolidine-1-carboxylic Acid tert-butyl ester |
876589-13-8 | 500mg |
$ 340.00 | 2022-06-06 | ||
| Chemenu | CM132507-1g |
tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate |
876589-13-8 | 95% | 1g |
$234 | 2021-08-05 | |
| Chemenu | CM132507-5g |
tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate |
876589-13-8 | 95% | 5g |
$701 | 2021-08-05 |
tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate Production Method
Production Method 1
tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate Raw materials
tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate Preparation Products
tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate Related Literature
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Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. Mason Environ. Sci.: Nano, 2020,7, 1642-1651
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Shaun D. Wong,Edward I. Solomon Dalton Trans., 2014,43, 17567-17577
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Helga Garcia,Rui Ferreira,Marija Petkovic,Jamie L. Ferguson,Maria C. Leit?o,H. Q. Nimal Gunaratne,Luís Paulo N. Rebelo Green Chem., 2010,12, 367-369
Additional information on tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate
Introduction to tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate (CAS No. 876589-13-8)
tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate (CAS No. 876589-13-8) is a versatile organic compound that has garnered significant attention in the fields of chemical synthesis, medicinal chemistry, and pharmaceutical research. This compound is characterized by its unique structural features, which include a tert-butyl group, a pyrrolidine ring, and a chloromethyl substituent. These features contribute to its utility in various synthetic transformations and its potential as a building block in the development of novel pharmaceuticals.
The tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate molecule is a chiral compound, which means it can exist in two enantiomeric forms. The ability to control the stereochemistry of this compound is crucial for its applications in asymmetric synthesis and the development of enantiomerically pure drugs. Recent advancements in chiral catalysis and asymmetric synthesis have significantly enhanced the efficiency and selectivity of producing this compound, making it more accessible for research and industrial applications.
In the realm of medicinal chemistry, tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate has been explored for its potential as a prodrug precursor. Prodrugs are biologically inactive compounds that are converted into their active forms through metabolic processes within the body. The chloromethyl group in this compound can be readily functionalized to introduce various bioactive moieties, making it an attractive candidate for prodrug design. Studies have shown that derivatives of this compound exhibit improved pharmacokinetic properties, such as enhanced solubility and reduced toxicity, compared to their parent compounds.
The pyrrolidine ring in tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate is known for its ability to form stable complexes with metal ions, which has led to its use in coordination chemistry and metal-catalyzed reactions. This property is particularly useful in the synthesis of metallo-drugs and other metal-containing pharmaceuticals. Recent research has focused on developing new catalysts based on this compound to improve the efficiency and selectivity of various chemical transformations.
The tert-butyl group in tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate provides steric protection to the pyrrolidine ring, which can be advantageous in protecting sensitive functional groups during synthetic sequences. This feature makes the compound a valuable protecting group in organic synthesis, particularly in multistep syntheses where maintaining the integrity of specific functional groups is critical.
In addition to its synthetic utility, tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate has been investigated for its biological activities. Studies have shown that certain derivatives of this compound exhibit potent inhibitory effects on various enzymes and receptors, making them potential leads for drug discovery. For example, some derivatives have been found to inhibit protein kinases, which are key targets in cancer therapy. Other derivatives have shown promise as modulators of G protein-coupled receptors (GPCRs), which are involved in numerous physiological processes and are targets for many therapeutic agents.
The versatility of tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate extends beyond its use as a synthetic intermediate or drug candidate. It has also found applications in materials science and polymer chemistry. The chloromethyl group can be used to introduce reactive functionalities into polymers, enabling the creation of novel materials with tailored properties. These materials have potential applications in areas such as drug delivery systems, coatings, and adhesives.
In conclusion, tert-butyl 3-(chloromethyl)pyrrolidine-1-carboxylate (CAS No. 876589-13-8) is a multifaceted compound with a wide range of applications in chemical synthesis, medicinal chemistry, pharmaceutical research, materials science, and polymer chemistry. Its unique structural features and versatile reactivity make it an invaluable tool for researchers and chemists working across these fields. Ongoing research continues to uncover new possibilities for this compound, further solidifying its importance in modern scientific endeavors.
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