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| | 1-(Cbz-amino)cyclopropanecarboxylic acid Basic information |
| Product Name: | 1-(Cbz-amino)cyclopropanecarboxylic acid | | Synonyms: | N-Benzyloxycarbonyl-1-aminocyclopropanecarboxylic;Cyclopropanecarboxylic acid, 1-[[(phenylmethoxy)carbonyl]amino]- (9CI);1-(z-amino)cyclopropanecarboxylic acid;N-Benzyloxycarbonyl-1-aminocyclopropanecarboxylic acid;1-Benzyloxycarbonylaminocyclopropanecarboxylic acid;1-(Cbz-amino)cyclopropanecarboxylic acid;1-(Benzyloxycarbonylamino)cyclopropyl-1-carboxylic acid 95+%;1-(phenylmethoxycarbonylamino)-1-cyclopropanecarboxylic acid | | CAS: | 84677-06-5 | | MF: | C12H13NO4 | | MW: | 235.24 | | EINECS: | 201-001-0 | | Product Categories: | Amino Acids;I - Z;Modified Amino Acids;Amino Acid Derivatives;N-CBZ | | Mol File: | 84677-06-5.mol |  |
| | 1-(Cbz-amino)cyclopropanecarboxylic acid Chemical Properties |
| Melting point | 157.0 to 161.0 °C | | Boiling point | 449.0±34.0 °C(Predicted) | | density | 1.33±0.1 g/cm3(Predicted) | | storage temp. | Sealed in dry,Store in freezer, under -20°C | | solubility | soluble in Methanol | | form | powder to crystal | | pka | 4.02±0.20(Predicted) | | color | White to Almost white | | CAS DataBase Reference | 84677-06-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HS Code | 2924297099 |
| | 1-(Cbz-amino)cyclopropanecarboxylic acid Usage And Synthesis |
| Chemical Properties | White powder | | Uses | 1-(Benzyloxycarbonylamino)cyclopropyl-1-carboxylic Acid is a useful intermediate used in the preparation of the analogs of vasopressins and other peptide derivatives. | | Synthesis | Step A: Synthesis of intermediate VI
A tetrahydrofuran (THF, 500 mL) solution of benzyl 2,5-dioxopyrrolidin-1-yl carbonate (83 g, 334 mmol) was added slowly and dropwise to an aqueous (500 mL) solution of 1-aminocyclopropanecarboxylic acid (25 g, 247 mmol). A solution of sodium bicarbonate (91 g, 1088 mmol) in water (500 mL) was added dropwise to the reaction mixture under cooling in an ice bath. After the dropwise addition, the reaction system was slowly warmed to room temperature and the reaction was continued with stirring for 16 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was resuspended in dichloromethane (200 mL) and extracted with water (500 mL). The aqueous phase was acidified by acetic acid and the precipitated white solid was collected by filtration to afford 1-((benzyloxy)carbonyl)amino)cyclopropanecarboxylic acid (53 g, 171 mmol, 69.2% yield). The crude product can be directly used in the next step of the reaction.LC/MS analysis result: m/z calculated value 235.1, measured value 258.0 ([M+Na]+). | | References | [1] Synlett, 2004, # 14, p. 2489 - 2492
[2] Patent: WO2013/20245, 2013, A1. Location in patent: Paragraph 00105
[3] Patent: WO2015/95227, 2015, A2. Location in patent: Page/Page column 220; 221 |
| | 1-(Cbz-amino)cyclopropanecarboxylic acid Preparation Products And Raw materials |
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