Cas no 29739-88-6 (N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride)
N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride Chemical and Physical Properties
Names and Identifiers
-
- N-(p-Tosyl)-L-phenylalaninyl chloride
- (S)-(+)-(p-Tolylsulfonylamino)hydrocinnamoyl chloride
- N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride [Optical Resolving Reagent for Alcohols]
- (2S)-2-[(4-methylphenyl)sulfonylamino]-3-phenylpropanoyl chloride
- N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride
- (S)-2-(4-methylphenylsulfonamido)-3-phenylpropanoyl chloride
- (S)-3-phenyl-2-(toluene-4-sulfonylamino)propionyl chloride
- (S)-N-(p-tosyl)phenylalaninyl chloride
- 3-phenyl-2-(toluene-4-sulfonylamino)-propionyl chloride
- N-(p-Toluenesulfonyl)
- N-(p-toluenesulfonyl)-S-phenylalanine chloride
- N-p-toluenesulphonyl-L-phenylalanyl chloride
- N-p-Tosyl-L-phenylalaninyl chloride
- Tosyl-L-phenylalanyl Chloride
- STR05413
- T1444
- AKOS015897531
- 29739-88-6
- CS-0149404
- J-017618
- (2S)-2-(4-METHYLBENZENESULFONAMIDO)-3-PHENYLPROPANOYL CHLORIDE
- N-(P-TOLUENESULFONYL)-L-PHENYLALANYLCHLORIDE
- N-p-Toluenesulphonyl-L-phenylalaninylchloride
- Tosyl-L-phenylalaninoyl chloride
- SCHEMBL628639
- KISOIDIHUAPEON-HNNXBMFYSA-N
- (S)-2-(4-methylbenzenesulfonylamino)-3-phenylpropionyl chloride
- Benzenepropanoyl chloride, alpha-[[(4-methylphenyl)sulfonyl]amino]-, (alphaS)-
- MFCD00191583
- s12087
- DTXSID10427087
-
- MDL： MFCD00191583
- Inchi： 1S/C16H16ClNO3S/c1-12-7-9-14(10-8-12)22(20,21)18-15(16(17)19)11-13-5-3-2-4-6-13/h2-10,15,18H,11H2,1H3/t15-/m0/s1
- InChI Key： KISOIDIHUAPEON-HNNXBMFYSA-N
- SMILES： ClC([C@H](CC1C=CC=CC=1)NS(C1C=CC(C)=CC=1)(=O)=O)=O
Computed Properties
- Exact Mass: 337.05400
- Monoisotopic Mass: 337.0539422g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 22
- Rotatable Bond Count: 6
- Complexity: 460
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: 3.8
- Topological Polar Surface Area: 71.6?2
Experimental Properties
- Color/Form: Not determined
- Melting Point: 132 oC (dec.)
- Refractive Index: 10 ° (C=3, CHCl3)
- PSA: 71.62000
- LogP: 4.12170
- Specific Rotation: 11 o (c=2 in chloroform)
- Solubility: Not determined
N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride Security Information
-
Symbol:
- Prompt：dangerous
- Hazard Statement： H290-H314
- Warning Statement： P234-P260-P264-P280-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P390-P405-P406-P501
- Hazardous Material transportation number：UN 3261 8/PG 2
- WGK Germany：3
- Hazard Category Code： R34
- Safety Instruction： S22; S26; S27; S36/37/39; S45
-
Hazardous Material Identification：
- HazardClass：8
- PackingGroup：II
- Safety Term：8
- Packing Group：III
- Risk Phrases：R34
- Packing Group：III
- Hazard Level：8
N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride Customs Data
- HS CODE：2935009090
- Customs Data：
China Customs Code:
2935009090Overview:
2935009090 Other sulphonates(Acyl)amine. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:35.0%
Declaration elements:
Product Name, component content, use to
Summary:
2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%
N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | N221365-2.5g |
N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride |
29739-88-6 | 2.5g |
$ 160.00 | 2022-06-03 | ||
| TRC | N221365-5g |
N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride |
29739-88-6 | 5g |
$ 285.00 | 2022-06-03 | ||
| TRC | N221365-10g |
N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride |
29739-88-6 | 10g |
$ 455.00 | 2022-06-03 | ||
| TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd. | T1444-1G |
N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride [Optical Resolving Reagent for Alcohols] |
29739-88-6 | >97.0%(T) | 1g |
￥340.00 | 2024-04-16 | |
| TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd. | T1444-5G |
N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride [Optical Resolving Reagent for Alcohols] |
29739-88-6 | >97.0%(T) | 5g |
￥1115.00 | 2024-04-16 | |
| eNovation Chemicals LLC | D622682-25g |
N-(P-Toluenesulfonyl)-l-phenylalanyl chloride |
29739-88-6 | 95% | 25g |
$610 | 2024-08-03 | |
| Chemenu | CM343051-5g |
N-(p-Toluenesulfonyl)-L-phenylalanyl chloride |
29739-88-6 | 95%+ | 5g |
$179 | 2022-06-11 | |
| Chemenu | CM343051-25g |
N-(p-Toluenesulfonyl)-L-phenylalanyl chloride |
29739-88-6 | 95%+ | 25g |
$708 | 2022-06-11 | |
| abcr | AB142654-1 g |
N-(p-Toluenesulfonyl)-L-phenylalanyl chloride, 95%; . |
29739-88-6 | 95% | 1g |
€61.70 | 2023-05-09 | |
| abcr | AB142654-5 g |
N-(p-Toluenesulfonyl)-L-phenylalanyl chloride, 95%; . |
29739-88-6 | 95% | 5g |
€145.60 | 2023-05-09 |
Additional information on N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride
Recent Advances in the Application of N-(p-Toluenesulfonyl)-L-phenylalanyl Chloride (CAS 29739-88-6) in Chemical Biology and Pharmaceutical Research
N-(p-Toluenesulfonyl)-L-phenylalanyl chloride (CAS 29739-88-6) is a crucial intermediate in peptide synthesis and pharmaceutical development. Recent studies have highlighted its significance in the synthesis of bioactive peptides and small molecule drugs. This research briefing provides an overview of the latest advancements involving this compound, focusing on its applications in drug discovery, chemical biology, and therapeutic development.
One of the most notable developments is the use of N-(p-Toluenesulfonyl)-L-phenylalanyl chloride in the synthesis of peptide-based inhibitors targeting proteases involved in cancer and infectious diseases. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in constructing novel inhibitors of SARS-CoV-2 main protease, showcasing its potential in antiviral drug development. The compound's reactivity and stability make it an ideal candidate for such applications.
In addition to its role in peptide synthesis, recent research has explored its use in the development of prodrugs. A team at MIT reported in 2024 that derivatives of N-(p-Toluenesulfonyl)-L-phenylalanyl chloride could be engineered to improve the bioavailability of poorly soluble drugs, addressing a significant challenge in pharmaceutical formulation. This approach has shown promise in preclinical models for neurodegenerative diseases.
Another emerging application is in chemical biology probes. Researchers at Stanford University have utilized this compound to develop activity-based probes for studying enzyme mechanisms in live cells. Their work, published in Nature Chemical Biology, demonstrated how these probes could provide real-time insights into protease activity in tumor microenvironments, opening new avenues for cancer diagnostics and targeted therapy.
The safety profile and synthetic accessibility of N-(p-Toluenesulfonyl)-L-phenylalanyl chloride continue to make it a valuable tool in medicinal chemistry. Recent improvements in its large-scale production have been reported by several pharmaceutical companies, with process optimizations achieving higher yields and reduced environmental impact. These advancements are particularly relevant as demand grows for peptide-based therapeutics in the global market.
Looking forward, the versatility of this compound suggests it will remain important in pharmaceutical research. Current clinical trials involving drugs synthesized using this intermediate show promising results, particularly in oncology and antimicrobial applications. As synthetic methodologies continue to evolve, we anticipate seeing expanded applications of N-(p-Toluenesulfonyl)-L-phenylalanyl chloride in cutting-edge therapeutic development and chemical biology research.
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