Fmoc-L-valine
N-alpha-FMOC-L-valine
CAS: 68858-20-8
Molecular Formula: C20H21NO4
Fmoc-L-valine - Names and Identifiers
| Name | N-alpha-FMOC-L-valine |
| Synonyms | FMOC-Val-OH N-FMOC-L-VAL N-FMOC-VAL-OH Fmoc-L-valine N-FMOC-L-VALINE N-alpha-FMOC-L-valine N-ALPHA-FMOC-L-VALINE N-9-FLUORENYLMETHYLOXYCARBONYL-L-VALINE N-(9-FLUORENYLMETHOXYCARBONYL)-L-VALINE N-[(9H-fluoren-9-ylmethoxy)carbonyl]valine N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-VALINE N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valine N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-valine N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-VALINE (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methylbutanoate |
| CAS | 68858-20-8 |
| EINECS | 272-515-0 |
| InChI | InChI=1/C20H21NO4/c1-12(2)18(19(22)23)21-20(24)25-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18H,11H2,1-2H3,(H,21,24)(H,22,23)/p-1/t18-/m0/s1 |
| InChIKey | UGNIYGNGCNXHTR-SFHVURJKSA-N |
Fmoc-L-valine - Physico-chemical Properties
| Molecular Formula | C20H21NO4 |
| Molar Mass | 339.39 |
| Density | 1.2270 (rough estimate) |
| Melting Point | 143-145°C(lit.) |
| Boling Point | 475.36°C (rough estimate) |
| Specific Rotation(α) | -16 º (c=1,DMF) |
| Flash Point | 287.5°C |
| Solubility | Solubility in methanol gives very faint turbidity. |
| Vapor Presure | 5.19E-13mmHg at 25°C |
| Appearance | White to yellow crystals |
| Color | Off-White |
| BRN | 2177443 |
| pKa | 3.90±0.10(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | -17.5 ° (C=1, DMF) |
| MDL | MFCD00037124 |
Fmoc-L-valine - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S22 - Do not breathe dust. S27 - Take off immediately all contaminated clothing. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| HS Code | 29242990 |
| Hazard Note | Irritant |
Fmoc-L-valine - Introduction
Used for biochemical reagents, peptide synthesis.
Last Update：2022-10-16 17:27:56
Fmoc-L-valine - Reference Information
| Introduction | Fmoc-L-valine is an amino acid derivative, it can be prepared by one-step reaction of L-valine with 9-fluorenyl methyl chloroformate. It has been reported in the literature that it can be used for the preparation of valacyclovir. |
| Application | Fmoc-L-valine is an amino acid derivative, it can be prepared by one-step reaction of L-valine with 9-fluorenyl methyl chloroformate. It has been reported in the literature that it can be used for the preparation of valacyclovir. |
| preparation | take a 500mL reaction flask and add chiral amino acid S-3a(4.5g,38.8mmol), dioxane (40ml) and 10% sodium carbonate (10.0 ml), the reaction flask was placed in an ice bath, mechanically stirred, and to the dropping funnel was added 9-fluorenyl methyl chloroformate (38.8g, mmol). And dioxane (100ml), slowly dropped into the reaction flask, gradually returned to room temperature and stirred overnight. After completion of the reaction, 100ml of water was added and extracted three times with 50ml of ether. The aqueous phase was cooled in an ice bath and 1m of dilute HCl was added to PH 1. The aqueous solution was extracted three times with 50ml of ethyl acetate. The oil phases were combined and dried over magnesium sulfate. Intermediate S-4a, I .e., Fmoc-L-valine (12.6g,96%), was obtained after filtration and spin-drying. White solid. |
Last Update：2024-04-09 21:21:28
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