- N-Boc-cadaverine
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- $0.00 / 25kg
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2025-11-19
- CAS:51644-96-3
- Min. Order: 1kg
- Purity: 97%
- Supply Ability: 1000kg
- N-Boc-cadaverine
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- $15.00 / 1KG
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2021-07-02
- CAS:51644-96-3
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Supply Ability: Monthly supply of 1 ton
- N-Boc-cadaverine
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- $3500.00 / 1KG
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2019-07-06
- CAS:51644-96-3
- Min. Order: 1G
- Purity: 95%
- Supply Ability: 100kg
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| | N-Boc-cadaverine Basic information |
| | N-Boc-cadaverine Chemical Properties |
| Boiling point | 309.2±25.0 °C(Predicted) | | density | 0.972 g/mL at 20 °C(lit.) | | refractive index | n20/D 1.460 | | Fp | 109 °C | | storage temp. | Keep in dark place,Sealed in dry,2-8°C | | pka | 12.91±0.46(Predicted) | | form | Oil | | color | Yellow | | BRN | 3603658 | | InChI | InChI=1S/C10H22N2O2/c1-10(2,3)14-9(13)12-8-6-4-5-7-11/h4-8,11H2,1-3H3,(H,12,13) | | InChIKey | DPLOGSUBQDREOU-UHFFFAOYSA-N | | SMILES | C(OC(C)(C)C)(=O)NCCCCCN | | CAS DataBase Reference | 51644-96-3(CAS DataBase Reference) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 2735 8/PG 3 | | WGK Germany | 3 | | F | 10-34 | | HazardClass | 8 | | PackingGroup | Ⅲ | | HS Code | 2924190090 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Skin Corr. 1B |
| | N-Boc-cadaverine Usage And Synthesis |
| Description | tert-Butyl (5-aminopentyl)carbamate can be used as a PROTAC linker in the synthesis of PROTACs. tert-Butyl (5-aminopentyl)carbamate is an alkane chain with terminal amine and Boc-protected amino groups. Amine group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The Boc group can be deprotected under mild acidic conditions to form the free amine. | | Uses | Some of the reported applications of N-Boc-cadaverine include:
- Synthesis of of a supermacrocycle that self-assemble to form organic nanotubes.
- Preparation of water-soluble unsymmetrical sulforhodamine fluorophores from monobrominated sulfoxanthene dye.
- Synthesis of functionalized porphyrins as biocompatible carrier system for photodynamic therapy (PDT).
| | Uses | N-Boc-cadaverine is an intermediate in the synthesis of derivative of the folic acid antagonist Methotrexate (M260675) used in the study of membrane-associated folate transporters from L1210 cells. | | reaction suitability | reagent type: cross-linking reagent | | Synthesis | GENERAL PROCEDURE: A solution of di-tert-butyl dicarbonate (22 g, 100 mmol) was prepared by dissolving it in methanol (20 mL) under ice bath cooling conditions. This solution was slowly added dropwise over 30 minutes to a stirred methanol solution (160 mL) of 1,5-diaminopentane (1.8 g, 20 mmol). After the dropwise addition was completed, the ice bath was removed and the reaction mixture was allowed to continue stirring at room temperature for 4 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography with the eluent ratio of chloroform:methanol:ammonia = 10:1:0.1 to give tert-butyl N-(5-aminopentyl)carbamate in 83% yield. | | IC 50 | Alkyl-Chain | | References | [1] European Journal of Organic Chemistry, 1998, # 5, p. 853 - 859
[2] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 6, p. 614 - 617
[3] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 20, p. 7145 - 7155
[4] Journal of Medicinal Chemistry, 2004, vol. 47, # 20, p. 4933 - 4940
[5] Chemical and Pharmaceutical Bulletin, 2015, vol. 63, # 5, p. 326 - 333 |
| | N-Boc-cadaverine Preparation Products And Raw materials |
| Raw materials | Carbamic acid, [5-[[(1,1-dimethylethoxy)carbonyl]amino]pentyl]-, phenylmethyl ester (9CI)-->Carbamic acid, (4-cyanobutyl)-, 1,1-dimethylethyl ester (9CI)-->Carbamic acid, N-(5-amino-5-oxopentyl)-, 1,1-dimethylethyl ester-->(5-Azidopentyl)carbaMic acid tert-butyl ester-->5-(BOC-AMINO)-1-PENTANOL-->Boc-5-aminopentanoic acid-->5-AMINOVALERIC ACID-->1,5-Diaminopentane-->Di-tert-butyl dicarbonate-->tert-Butyl phenyl carbonate-->1,5-DIAMINOPENTANE DIHYDROCHLORIDE-->2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile | | Preparation Products | Carbamic acid, N,N'-1,5-pentanediylbis-, C,C'-bis(1,1-dimethylethyl) ester |
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