| Company Name: |
Alfa Aesar |
| Tel: |
400-6106006 |
| Email: |
saleschina@alfa-asia.com |
| Company Name: |
Energy Chemical |
| Tel: |
400-0056266 |
| Email: |
sales8178@energy-chemical.com |
|
| | tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate Basic information |
| Product Name: | tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate | | Synonyms: | CIVENTICHEM CV-2653;CIVENTICHEM CV-2654;TERT-BUTYL (2R,3S)-(-)-6-OXO-2,3-DIPHENYL-4-MORPHOLINECARBOXYLATE;N-TERT-BUTOXYCARBONYL-(2R,3S)-(-)-6-OXO-2,3-DIPHENYL-4-MORPHOLINE;N-BOC(2R, 3S)-(-)-6-OXO-2,3-DIPHENYL-4-MORPHOLINE CARBOXYLATE;tert-butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morph;TERT-BUTYL (2R,3S)-(-)-6-OXO-2,3-DIPHENY L-4-MORPHOLINECARBOXYLATE, 99% (99% EE);(2R,3S)-6-Oxo-2,3-diphenyl-morpholine-4-carboxylic acid tert-butyl ester | | CAS: | 112741-49-8 | | MF: | C21H23NO4 | | MW: | 353.41 | | EINECS: | | | Product Categories: | API intermediates;Chiral Building Blocks;Heterocyclic Building Blocks;Morpholines | | Mol File: | 112741-49-8.mol |  |
| | tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate Chemical Properties |
| Melting point | 206 °C (dec.)(lit.) | | Boiling point | 509.6±50.0 °C(Predicted) | | alpha | -87 º (c=5.5 in methylene chloride) | | density | 1.175±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | Acetone (Slightly, Heated, Sonicated), Chloroform (Slightly), DMSO (Slightly, Sonicated) | | pka | -3.28±0.60(Predicted) | | form | Solid | | color | White to Off-White | | Optical Rotation | [α]25/D 87°, c = 5.5 in methylene chloride | | InChI | InChI=1S/C21H23NO4/c1-21(2,3)26-20(24)22-14-17(23)25-19(16-12-8-5-9-13-16)18(22)15-10-6-4-7-11-15/h4-13,18-19H,14H2,1-3H3/t18-,19+/m0/s1 | | InChIKey | MRUKRSQUUNYOFK-RBUKOAKNSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CC(=O)O[C@H](C2=CC=CC=C2)[C@@H]1C1=CC=CC=C1 |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | HS Code | 2934999090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate Usage And Synthesis |
| Chemical Properties | tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate is Off-white Solid | | Uses | Tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate is a reactant used in the preparation of (-)-Jorumycin, (-)-Renieramycin G, 3-epi-Jorumycin, and 3-epi-Renieramycin G and colla gen cross-link pyridinolines. | | Uses | (2R,3S)-6-Oxo-2,3-diphenyl-4-morpholinecarboxylic Acid tert-Butyl Ester is a reactant used in the preparation of (-)-Jorumycin, (-)-Renieramycin G, 3-epi-Jorumycin, and 3-epi-Renieramycin G and collagen cross-link pyridinolines. | | Synthesis | N-Boc-substituted diphenylamino alcohol (1.9 g, 4.2 mmol) was dissolved in toluene (25 mL), p-TsOH (p-TsOH, 70 mg, 0.42 mmol) was added, and the reaction was heated and refluxed at 120 °C overnight. Upon completion of the reaction, it was cooled to room temperature and a solid was precipitated. The solid was collected by filtration, washed with saturated aqueous sodium chloride solution, the organic phase was separated, dried over anhydrous sodium sulfate, filtered and concentrated. The yellow solid obtained was recrystallized by anhydrous ethanol (20 mL) to give a white solid. After filtration and drying by rotary evaporation, 1.22 g (2R,3S)-N-tert-butoxycarbonyl-2,3-diphenylmorpholin-6-one was obtained as a white solid in 85% yield. | | References | [1] Patent: CN104945345, 2017, B. Location in patent: Paragraph 0105; 0107; 0116; 0118
[2] Journal of the American Chemical Society, 1988, vol. 110, # 5, p. 1547 - 1557
[3] Synlett, 2005, # 4, p. 693 - 696
[4] Organic Syntheses, 2003, vol. 80, p. 18 - 30 |
| | tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate Preparation Products And Raw materials |
|