51987-73-6
boc-L-phenylalanine methyl ester
CAS: 51987-73-6
Molecular Formula: C15H21NO4
51987-73-6 - Names and Identifiers
| Name | boc-L-phenylalanine methyl ester |
| Synonyms | BOC-PHE-OME Boc-Phe-OMe BOC-PHENYLALANINE-OME BOC-L-Phenylalanine Methylester BOC-L-PHENYLALANINE METHYL ESTER boc-L-phenylalanine methyl ester (L)-BOC-PHENYL-ALANINE METHYL ESTER methyl N-(tert-butoxycarbonyl)-L-phenylalaninate N-(tert-Butoxycarbonyl)-L-phenylalanine methylester N-(TERT-BUTOXYCARBONYL)-L-PHENYLALANINE METHYL ESTER N-ALPHA-T-BUTOXYCARBONYL-L-PHENYLALANINE METHYL ESTER methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoate (S)-2-TERT-BUTOXYCARBONYLAMINO-3-PHENYL-PROPIONIC ACID METHYL ESTER |
| CAS | 51987-73-6 |
| InChI | InChI=1/C15H21NO4/c1-15(2,3)20-14(18)16-12(13(17)19-4)10-11-8-6-5-7-9-11/h5-9,12H,10H2,1-4H3,(H,16,18)/t12-/m0/s1 |
| InChIKey | SDSWSVBXRBXPRL-LBPRGKRZSA-N |
51987-73-6 - Physico-chemical Properties
| Molecular Formula | C15H21NO4 |
| Molar Mass | 279.33 |
| Density | 1.099±0.06 g/cm3(Predicted) |
| Melting Point | 36-40°C(lit.) |
| Boling Point | 403.7±38.0 °C(Predicted) |
| Flash Point | >230°F |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | White crystal |
| Color | Off-white |
| BRN | 3061910 |
| pKa | 11.17±0.46(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.505 |
| MDL | MFCD00076977 |
51987-73-6 - Risk and Safety
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. R41 - Risk of serious damage to eyes R36 - Irritating to the eyes |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S36/37 - Wear suitable protective clothing and gloves. |
| WGK Germany | 3 |
51987-73-6 - Reference Information
| use | L-phenylalanine methyl ester is one of the important intermediates in the synthesis of dipeptide sweeteners. |
| production | industrial production mainly uses L-phenylalanine and methanol as raw materials, and esterification reaction is carried out under the catalytic action of concentrated sulfuric acid or dry hydrogen chloride gas. N-tert-butoxycarbonyl-L-phenylalanine methyl ester was prepared by Boc protection under Et 3 N/MeOH after methyl esterification with methanol. The preparation reaction formula of N-tert-butoxycarbonyl-L-phenylalanine methyl ester is as follows: Figure 1 Preparation of the reaction formula L-phenylalanine methyl ester hydrochloride by N-tert-butoxycarbonyl-L-phenylalanine methyl ester in a 500m L four-port reaction bottle equipped with mechanical stirring, reflux condenser tube, dropper funnel and thermometer, adding L-phenylalanine, anhydrous methanol 300mL, stirring, cooling to 0 -5 ℃, keep dropping thionyl chloride at 0~5 ℃, after dropping for about 1 hour, after dropping, heat preservation reaction at the same temperature for 1 hour, then refluxing reaction for 4 hours, after reaction, steam out methanol and excess thionyl chloride until it is dry under reduced pressure to obtain the preparation of white solid L-phenylalanine methyl ester hydrochloride. The product of this step is directly used for the next reaction. Preparation of N-tert-butoxycarbonyl-L-phenylalanine methyl ester in a 100mL single-mouth reaction bottle, the L-phenylalanine methyl ester (2. 15g,10 mmol) was dissolved in 30mL methanol, triethylamine (3. 5 mL,25 mmol) and Boc anhydride (4. 6mL,20mmol) were slowly added, the temperature was heated to 40 ℃, and the reaction was stirred for 5 hours. Concentrate under reduced pressure to remove the remaining methanol, extract the reaction solution with ethyl acetate, wash the organic phase with distilled water three times, wash once with saturated sodium chloride aqueous solution, dry with anhydrous sodium sulfate, and concentrate to obtain crude N-tert-butoxy carbonyl-L-phenylalanine methyl ester, purified by column chromatography to obtain 2. 59 g colorless and transparent oil. |
Last Update：2024-04-09 21:21:28
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View History
51987-73-6
189337-28-8
光引发剂 BMS
2-(2-Hydroxypropoxy)-propan-1-ol
oxybutynin chloride
7783-97-3
Epoxypropyl methacrylate
larylin
189337-28-8
光引发剂 BMS
2-(2-Hydroxypropoxy)-propan-1-ol
oxybutynin chloride
7783-97-3
Epoxypropyl methacrylate
larylin