trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate

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trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate Basic information
Application
Product Name:trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate
Synonyms:NON-FLUORINE;trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate;tert-Butyl (trans-3-hydroxy-2,2,4,4-tetramethylcyclobutyl)carbamate;trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetramethyl)cyclobutylcarbamate - B14549;Carbamic acid, N-(trans-3-hydroxy-2,2,4,4-tetramethylcyclobutyl)-, 1,1-dimethylethyl ester;trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate ISO 9001:2015 REACH;trans-3-(Boc-amino)-2,2,4,4-tetramethyl-cyclobutanol;tert-butyl N-[(1r,3r)-3-hydroxy-2,2,4,4-tetramethylcyclobutyl]carbamate
CAS:1338812-41-1
MF:C13H25NO3
MW:243.34
EINECS:
Product Categories:
Mol File:1338812-41-1.mol
trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate Structure
trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate Chemical Properties
Boiling point 326.7±31.0 °C(Predicted)
density 1.03±0.1 g/cm3(Predicted)
storage temp. Store at 0-8 °C
pka12.28±0.70(Predicted)
Appearancewhite solid
InChIInChI=1S/C13H25NO3/c1-11(2,3)17-10(16)14-8-12(4,5)9(15)13(8,6)7/h8-9,15H,1-7H3,(H,14,16)/t8-,9-
InChIKeyBRCDKHQTJYOCIF-KYZUINATSA-N
SMILESC(OC(C)(C)C)(=O)N[C@@H]1C(C)(C)[C@@H](O)C1(C)C
Safety Information
MSDS Information
trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate Usage And Synthesis
Application3-Hydroxy-2,2,4,4-(tetramethoxy)cyclobutylcarbamate tert-butyl ester is a pharmaceutical intermediate, and there are literature reports that it can be used to prepare a novel androgen receptor antagonist.
SynthesisSuspend (1r,3r)-3-amino-2,2,4,4-tetramethylcyclobutanol (79.6 mmol) in dioxane (240 ml). Add a solution of K2CO3 (164 mmol) in H2O (80 ml) dropwise to the reaction mixture at 0 °C. Stir the resulting mixture overnight at room temperature. Monitor the completion of reaction by TLC (2:1 Petroleum ether/EtOAc). Evaporate the reaction mixture. Dilute the residue with water (200 ml) and CH2Cl2 (400 ml). Separate the organic layer. Extract the aqueous layer with CH2Cl2 (100 ml x 3). Wash the combined organic layers with brine (100 ml). Dry the combined organic layers over Na2SO4. Filter the combined organic layers. Evaporate the combined organic layers. Purify the crude product by column chromatography (10:1 Petroleum ether/EtOAc) to obtain the trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate.
References[1] CHUANGXING GUO*. Discovery of Aryloxy Tetramethylcyclobutanes as Novel Androgen Receptor Antagonists[J]. Journal of Medicinal Chemistry, 2011, 54 21: 7693-7704. DOI:10.1021/jm201059s.
trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate Preparation Products And Raw materials
Tag:trans-tert-Butyl 3-hydroxy-2,2,4,4-(tetraMethyl)cyclobutylcarbaMate(1338812-41-1) Related Product Information
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