(S)-N-Carbobenzyloxy-4-amino-2-hydroxybutyric acid CAS#: 40371-50-4; ChemWhat Code: 626808
Identification
| Product Name | (S)-N-Carbobenzyloxy-4-amino-2-hydroxybutyric acid |
| IUPAC Name | (2S)-2-hydroxy-4-(phenylmethoxycarbonylamino)butanoic acid |
| Molecular Structure |  |
| CAS Registry Number | 40371-50-4 |
| MDL Number | MFCD00209957 |
| Synonyms | S-4-benzyloxycarbonylamino-2-hydroxybutyric acid, (S)-4-benzyloxycarbonylamino-2-hydroxybutyric acid, γ-benzyloxycarbonylamino-α-hydroxybutyric acid, acide (S)-benzyloxycarbonylamino-4 hydroxy-2 butanoique, (benzyloxy-(S)-4-carbonylamino)-2-hydroxybutanoic acid, (S)-N-benzyloxycarbonyl-4-amino-2-hydroxybutyric acid, (2S)-4-benzyloxycarbonylamino-2-hydroxybutanoic acid |
| Molecular Formula | C12H15NO5 |
| Molecular Weight | 253.255 |
| InChI | InChI=1S/C12H15NO5/c14-10(11(15)16)6-7-13-12(17)18-8-9-4-2-1-3-5-9/h1-5,10,14H,6-8H2,(H,13,17)(H,15,16)/t10-/m0/s1 |
| InChI Key | ULKOBRDRCYROKY-JTQLQIEISA-N |
| Canonical SMILES | C1=CC=C(C=C1)COC(=O)NCCC(C(=O)O)O |
| Isomeric SMILES | C1=CC=C(C=C1)COC(=O)NCC[C@@H](C(=O)O)O |
Physical Data
| Appearance | White or white crystalline powder |
| Boiling Point | 419.199°C |
| Flash Point | 207.324°C |
| Density | 1.73 g/cm3 at 20°C (68°F) |
| Partition Coefficient: Noctanol/Water | log Pow: < -1.429 at 20°C (68°F) |
| Decomposition Temperature | 250°C (482°F) min |
| Stability | Light sensitive, very Hygroscopic |
| Melting Point, °C | Solvent (Melting Point) |
| 72 | ethyl acetate, light petroleum |
| 78.5 – 79.5 | benzene |
| Type (Optical Rotatory Power) | Concentration (Optical Rotatory Power) | Solvent (Optical Rotatory Power) | Optical Rotatory Power, deg | Wavelength (Optical Rotatory Power), nm | Temperature (Optical Rotatory Power), °C |
| [alpha] | -61 | 589 | 25 | ||
| [alpha] | 4.6 g/100ml | CHCl3 | 4.9 | 589 | 25 |
| [alpha] | 2.0 | methanol | -4.5 | 589 | 22 |
| [alpha] | 1 g/100ml | CHCl3 | 5.7 | 589 | 25 |
| [alpha] | 1 g/100ml | CHCl3 | 25.6 | 365 | 25 |
| [alpha] | 2 g/100ml | methanol | -4.5 | 589 | 22 |
| Patent Information | ||
| Patent ID | Title | Publication Date |
| US2013/165397 | TREATMENT OF BACTERIAL INFECTIOUS DISEASES | 2013 |
| US4212860 | 4-O-(2,3,5-Trideoxy-5-amino-α-D-pentofuranosyl)-6-O-aminoglycosyl-1,3-diaminocyclitois, methods for their preparation, pharmaceutical formulations thereof and their use as antibacterial agents | 1980 |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) | Temperature (NMR Spectroscopy), °C | Frequency (NMR Spectroscopy), MHz |
| Chemical shifts | 1H | dimethylsulfoxide-d6 | 500 | |
| Chemical shifts | 13C | dimethylsulfoxide-d6 | 125 | |
| Chemical shifts, Spectrum | 1H | chloroform-d1 | 25 | 400 |
| Chemical shifts, Spectrum | 13C | chloroform-d1 | 25 | 100 |
Route of Synthesis (ROS)
| Conditions | Yield |
| With sodium carbonate In acetone at 0 – 5℃ | 89% |
| With sodium hydroxide In water for 3h Cooling with ice | 78% |
| With sodium hydroxide |
Safety and Hazards
| Pictogram(s) |  |
| Signal | Warning |
| GHS Hazard Statements | H315: Causes skin irritation [Warning Skin corrosion/irritation] H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335: May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] Information may vary between notifications depending on impurities, additives, and other factors. |
| Precautionary Statement Codes | P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Other Data
| Transportation | Not dangerous goods |
| Under the room temperature and away from light | |
| HS Code | 294200 |
| Storage | Under the room temperature and away from light |
| Market Price | USD 540/kg |
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| Caming Pharmaceutical Ltd | http://www.caming.com/ |
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Other Suppliers | |
| Watson International Limited | Visit Watson Official Website |
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