Cas no 37462-62-7 (Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt)
Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt Chemical and Physical Properties
Names and Identifiers
-
- BOC-CHA-OH DCHA
- BOC-CHA-OH .DCHA
- Boc-?-cyclohexyl-L-alanine dicyclohexylammonium salt
- Dicyclohexylamine (S)-2-((tert-butoxycarbonyl)amino)-3-cyclohexylpropanoate
- Boc-(S)-2-aMino-3-cyclohexylpropanoic acid
- BOC-3-CYCLOHEXYL-L-ALANINE DICYCLOHEXYLAMINE SALT
- BOC-3-CYCLOHEXYL-L-ALANINE DICYCLOHEXYLAMMONIUM SALT
- Boc-Cha-OH * dicyclohexylamine
- Boc-Cha-OH x DCHA
- BOC-L-3-CYCLOHEXYL-L-ALANINE DICYCLOHEXYLAMINE SALT
- Boc-L-Cha-OH.DCHA
- BOC-PHE(HEXAHYDRO)-OH DCHA
- N-(t-butoxycarbonyl)-3-cyclohexyl-L-alanine dicyclohexylamine salt
- T-BUTOXYCARBONYL-3-HEXAHYDRO-L-PHENYLALANINE DCHA
- C26H48N2O4
- AKOS024462374
- Boc-Cha-OH.DCHA
- Boc-L-Cha-OH?DCHA
- (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-cyclohexylpropanoic acid; N-cyclohexylcyclohexanamine
- A874105
- CS-0451837
- AS-19942
- dicyclohexylamine (S)-2-(tert-butoxycarbonylamino)-3-cyclohexylpropanoate
- MFCD00077307
- N-cyclohexylcyclohexanamine;(2S)-3-cyclohexyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
- AM808154
- AC-25314
- Boc-beta-cyclohexyl-L-alanine dicyclohexylammonium salt
- SCHEMBL7295995
- 37462-62-7
- BOC-B-CYCLOHEXYL-L-ALANINE DICYCLOHEXYLAMMONIUM SALT
- G83992
- Cyclohexanepropanoic acid, a-[[(1,1-dimethylethoxy)carbonyl]amino]-,(S)-, compd. with N-cyclohexylcyclohexanamine (1:1)
- N-Boc-3-cyclohexyl-L-alanine DCHA
- Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt
-
- MDL： MFCD00077307
- Inchi： 1S/C14H25NO4.C12H23N/c1-14(2,3)19-13(18)15-11(12(16)17)9-10-7-5-4-6-8-10;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h10-11H,4-9H2,1-3H3,(H,15,18)(H,16,17);11-13H,1-10H2/t11-;/m0./s1
- InChI Key： GSGRQFGFPZQUQS-MERQFXBCSA-N
- SMILES： OC([C@H](CC1CCCCC1)NC(=O)OC(C)(C)C)=O.N(C1CCCCC1)C1CCCCC1
Computed Properties
- Exact Mass: 452.36100
- Monoisotopic Mass: 452.36140802g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 3
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 32
- Rotatable Bond Count: 9
- Complexity: 432
- Covalently-Bonded Unit Count: 2
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 87.7?2
Experimental Properties
- Density: Not available
- Melting Point: 170-172 oC
- Boiling Point: Not available
- Flash Point: Not available
- PSA: 87.66000
- LogP: 6.95790
- Specific Rotation: -8.2° - -8.7°(c=1, acetic acid)
- Vapor Pressure: Not available
Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt Security Information
- Signal Word：Warning
- Hazard Statement： H315; H319; H335
- Warning Statement： P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501
- Safety Instruction： H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- Storage Condition：Store long-term at 2-8°C
Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt Customs Data
- HS CODE：2924299090
- Customs Data：
China Customs Code:
2924299090Overview:
2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%
Declaration elements:
Product Name, component content, use to, packing
Summary:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%
Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Chemenu | CM279275-25g |
Boc-Cha-OH.DCHA |
37462-62-7 | 95% | 25g |
$468 | 2021-06-09 | |
| Chemenu | CM279275-100g |
Boc-Cha-OH.DCHA |
37462-62-7 | 95% | 100g |
$1149 | 2021-06-09 | |
| TRC | B646270-250mg |
Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt |
37462-62-7 | 250mg |
$ 50.00 | 2022-06-07 | ||
| TRC | B646270-500mg |
Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt |
37462-62-7 | 500mg |
$ 65.00 | 2022-06-07 | ||
| TRC | B646270-2.5g |
Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt |
37462-62-7 | 2.5g |
$ 135.00 | 2022-06-07 | ||
| Chemenu | CM279275-25g |
Boc-Cha-OH.DCHA |
37462-62-7 | 95% | 25g |
$468 | 2024-07-17 | |
| Chemenu | CM279275-100g |
Boc-Cha-OH.DCHA |
37462-62-7 | 95% | 100g |
$1149 | 2024-07-17 | |
| eNovation Chemicals LLC | Y1236177-1g |
Cyclohexanepropanoic acid, a-[[(1,1-dimethylethoxy)carbonyl]amino]-,(S)-, compd. with N-cyclohexylcyclohexanamine (1:1) |
37462-62-7 | 95% | 1g |
$120 | 2024-06-06 | |
| eNovation Chemicals LLC | Y1236177-1g |
Cyclohexanepropanoic acid, a-[[(1,1-dimethylethoxy)carbonyl]amino]-,(S)-, compd. with N-cyclohexylcyclohexanamine (1:1) |
37462-62-7 | 95% | 1g |
$120 | 2025-02-20 | |
| eNovation Chemicals LLC | Y1236177-5g |
Cyclohexanepropanoic acid, a-[[(1,1-dimethylethoxy)carbonyl]amino]-,(S)-, compd. with N-cyclohexylcyclohexanamine (1:1) |
37462-62-7 | 95% | 5g |
$195 | 2025-02-20 |
Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt Related Literature
-
Qiaoe Wang,Meiling Lian,Xiaowen Zhu,Xu Chen RSC Adv., 2021,11, 192-197
-
Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
-
Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693
-
Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
Additional information on Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt
Recent Advances in the Application of Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt (CAS: 37462-62-7) in Chemical Biology and Pharmaceutical Research
Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt (CAS: 37462-62-7) has emerged as a crucial building block in peptide synthesis and drug discovery, particularly in the development of constrained amino acid analogs. Recent studies have highlighted its utility in creating structurally modified peptides with enhanced metabolic stability and receptor binding specificity. The β-cyclohexyl substitution introduces significant conformational constraints, making this derivative particularly valuable for studying peptide-protein interactions and designing novel therapeutic agents.
A 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's effectiveness in developing potent and selective somatostatin receptor agonists. Researchers utilized Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt as a key intermediate to synthesize cyclic peptides with improved pharmacokinetic properties. The resulting analogs showed 3-5 fold increased binding affinity compared to their linear counterparts, along with enhanced resistance to proteolytic degradation in serum stability assays.
In the field of antimicrobial peptide development, a recent breakthrough published in ACS Infectious Diseases (2024) reported the successful incorporation of this protected amino acid derivative into novel lipopeptide antibiotics. The β-cyclohexyl modification significantly improved membrane permeability while maintaining potent activity against multidrug-resistant Gram-positive pathogens. Molecular dynamics simulations revealed that the cyclohexyl side chain promotes optimal positioning of the peptide within bacterial membranes.
Ongoing research in neurodegenerative diseases has also benefited from applications of this compound. A 2024 Nature Chemical Biology publication described its use in creating β-sheet breakers for amyloid-β aggregation inhibition. The constrained structure provided by the cyclohexyl group was critical for disrupting the cross-β structure of amyloid fibrils, with lead compounds showing promising results in both in vitro and transgenic mouse models of Alzheimer's disease.
The synthetic accessibility of Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt continues to make it a preferred choice for medicinal chemistry applications. Recent process chemistry advances have optimized its large-scale production, with a 2023 Organic Process Research & Development report detailing an improved crystallization protocol that yields >99.5% purity while reducing residual solvent levels below ICH guidelines. This development has significant implications for its use in GMP-compliant pharmaceutical manufacturing.
Emerging applications in targeted drug delivery systems have further expanded the utility of this compound. A 2024 study in Bioconjugate Chemistry demonstrated its successful incorporation into pH-sensitive peptide-drug conjugates, where the cyclohexyl group's hydrophobicity contributed to enhanced tumor accumulation and reduced off-target effects in xenograft models. The dicyclohexylammonium counterion was found to play an unexpected role in stabilizing the conjugate during systemic circulation.
As research progresses, the unique structural features of Boc-β-cyclohexyl-L-alanine Dicyclohexylammonium Salt continue to reveal new therapeutic possibilities. Current clinical trials involving derivatives of this compound include treatments for metabolic disorders, oncology indications, and rare genetic diseases, underscoring its versatility as a privileged scaffold in modern drug discovery.
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