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tert-Butyl N,N-diallylcarbamate manufacturers
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| | tert-Butyl N,N-diallylcarbamate Basic information |
| Product Name: | tert-Butyl N,N-diallylcarbamate | | Synonyms: | N-BOC-DIALLYLAMINE;tert-Butyl diallylcarbamate;tert-butyl N,N-bis(prop-2-enyl)carbamate;N,N-bis(prop-2-enyl)carbamic acid tert-butyl ester;Carbamic acid, N,N-di-2-propen-1-yl-, 1,1-dimethylethyl ester;ert-butylN,N-bis(prop-2-enyl)carbamate;TERT-BUTYL N,N-DIALLYLCARBAMATE ISO 9001：2015 REACH;tert-Butyl N,N-diallylcarbamate | | CAS: | 151259-38-0 | | MF: | C11H19NO2 | | MW: | 197.27 | | EINECS: | | | Product Categories: | Nitrogen Compounds;Organic Building Blocks;Protected Amines | | Mol File: | 151259-38-0.mol |  |
| | tert-Butyl N,N-diallylcarbamate Chemical Properties |
| Boiling point | 75 °C/1.5 mmHg (lit.) | | density | 0.914 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.442(lit.) | | Fp | 81 °C | | storage temp. | 2-8°C, stored under nitrogen | | pka | -1.46±0.70(Predicted) | | Appearance | Colorless to light yellow Liquid | | InChI | 1S/C11H19NO2/c1-6-8-12(9-7-2)10(13)14-11(3,4)5/h6-7H,1-2,8-9H2,3-5H3 | | InChIKey | RRIPHUBKNVVTBM-UHFFFAOYSA-N | | SMILES | CC(C)(C)OC(=O)N(CC=C)CC=C |
| WGK Germany | 3 | | Storage Class | 10 - Combustible liquids |
| | tert-Butyl N,N-diallylcarbamate Usage And Synthesis |
| Uses | tert-Butyl N,N-diallylcarbamate may be used in the synthesis of heterocyclic compounds. | | General Description | tert-Butyl N,N-diallylcarbamate is a protected amine. Ring-closing metathesis (RCM) reactions of tert-butyl N,N-diallylcarbamate in the presence of Hoveyda-Grubbs type catalyst supported on mesoporous molecular sieves have been reported. | | Synthesis | Example 5: (±)-trans-1-[(9-deaza-adenin-9-yl)methyl]-3-hydroxy-4-vinylpyrrolidine (1. X=vinyl, A=CH, B=NH, D=H);
Example 5.1: tert-butyl diallylcarbamate (7);
Di-tert-butyl dicarbonate (42.2 g, 193 mmol) was added batchwise to a solution of diallylamine (2) (20 mL, 162 mmol) in methanol (500 mL) at 0°C. After addition, the reaction mixture was gradually warmed to room temperature with continuous stirring for 1 hour. Subsequently, the reaction mixture was concentrated by distillation under reduced pressure. The residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate gradient elution, 0 to 50% ethyl acetate) to afford the target product tert-butyl diallylcarbamate 7 as a colorless oil (31.9 g, 99% yield). (Org. Biomol. Chem. 2004, 2, 2418-2420). | | References | [1] Patent: WO2011/8110, 2011, A1. Location in patent: Page/Page column 41-42
[2] Journal of Organic Chemistry, 2006, vol. 71, # 21, p. 8283 - 8286
[3] Synthesis, 2001, # 1, p. 46 - 48
[4] Synthesis, 2004, # 14, p. 2367 - 2375
[5] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2016, vol. 71, # 6, p. 633 - 641 |
| | tert-Butyl N,N-diallylcarbamate Preparation Products And Raw materials |
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