- BOC-4-OXO-PRO-OME
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- $3.00 / 1KG
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2020-01-17
- CAS:102195-80-2
- Min. Order: 1KG
- Purity: 98%
- Supply Ability: 1kg,5kg,50kg
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| | N-Boc-4-oxo-L-Proline methyl ester Basic information |
| | N-Boc-4-oxo-L-Proline methyl ester Chemical Properties |
| Melting point | 35-40°C | | alpha | 14 º (C=1 IN CHLOROFORM) | | Boiling point | 333.1±42.0 °C(Predicted) | | density | 1.209±0.06 g/cm3(Predicted) | | Fp | 110 °C | | storage temp. | -20°C | | solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | | pka | -3.86±0.40(Predicted) | | form | Powder | | Appearance | Light yellow to brown Solid | | Optical Rotation | [α]22/D +14.0°, c = 1 in chloroform | | InChI | InChI=1S/C11H17NO5/c1-11(2,3)17-10(15)12-6-7(13)5-8(12)9(14)16-4/h8H,5-6H2,1-4H3/t8-/m0/s1 | | InChIKey | UPBHYYJZVWZCOZ-QMMMGPOBSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CC(=O)C[C@H]1C(OC)=O | | CAS DataBase Reference | 102195-80-2(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 20/21/22-41 | | Safety Statements | 26-36/37-39 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29339900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Oral
Eye Dam. 1 |
| | N-Boc-4-oxo-L-Proline methyl ester Usage And Synthesis |
| Chemical Properties | Yellow Solid | | Uses | (2S)-1-Boc-4-oxo-proline Methyl Ester (cas# 102195-80-2) is a compound useful in organic synthesis. | | Synthesis | General procedure for the synthesis of BOC-4-oxo-L-proline methyl ester from N-Boc-trans-4-hydroxy-L-proline methyl ester:
(a) To a solution of methyl (2S,4R)-1-Boc-4-hydroxypyrrolidine-2-carboxylate (40 g, 157 mmol) in dichloromethane (DCM, 500 mL) was added Days-Martin oxidizer (DMP, 80 g, 189 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 4 h. Upon completion of the reaction, the reaction was quenched with sodium bisulfite (NaHSO3) solution. The reaction mixture was extracted with dichloromethane (DCM) and the organic phase was washed with aqueous sodium bicarbonate (NaHCO3) solution. Concentration of the organic phase afforded the title intermediate (2S)-1-tert-butoxycarbonyl-4-oxopyrrolidine-2-carboxylic acid methyl ester (33 g, 89% yield) as a colorless oil.
1H NMR (400 MHz, CDCl3): δ (ppm) 1.51 (s, 9H), 2.550-2.597 (d, 1H, J = 18.8Hz), 2.876-2.944 (t, 1H, J = 13.6Hz), 3.895 (s, 3H), 3.766-3.895 (m, 1H), 4.696- 4.814 (m, 1H). | | References | [1] Chemical and Pharmaceutical Bulletin, 2000, vol. 48, # 5, p. 740 - 742
[2] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 4, p. 1557 - 1572
[3] Journal of the American Chemical Society, 2016, vol. 138, # 7, p. 2443 - 2453
[4] Angewandte Chemie - International Edition, 2002, vol. 41, # 9, p. 1600 - 1602
[5] Tetrahedron Letters, 2003, vol. 44, # 42, p. 7809 - 7812 |
| | N-Boc-4-oxo-L-Proline methyl ester Preparation Products And Raw materials |
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