Name | BOC-L-Glutamic acid |
Synonyms | BOC-GLU-OH Boc-Glu-OH BOC-L-GLU-OH BOC-L-Glutamic acid BOC-GLUTAMIC ACID-OH N-ALPHA-T-BOC-L-GLUTAMIC ACID N-T-BUTOXYCARBONYL-L-GLUTAMIC ACID N-(tert-butoxycarbonyl)glutamic acid N-(TERT-BUTOXYCARBONYL)-L-GLUTAMIC ACID N-(tert-butoxycarbonyl)-L-glutamic acid N-(tert-butoxycarbonyl)-D-glutamic acid N-ALPHA-T-BUTOXYCARBONYL-L-GLUTAMIC ACID N-ALPHA-TERT-BUTYLOXYCARBONYL-L-GLUTAMIC ACID (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate |
CAS | 2419-94-5 |
EINECS | 1533716-785-6 |
InChI | InChI=1/C10H17NO6/c1-10(2,3)17-9(16)11-6(8(14)15)4-5-7(12)13/h6H,4-5H2,1-3H3,(H,11,16)(H,12,13)(H,14,15)/t6-/m1/s1 |
Molecular Formula | C10H17NO6 |
Molar Mass | 247.25 |
Density | 1.2868 (rough estimate) |
Melting Point | ~110°C (dec.) |
Boling Point | 390.28°C (rough estimate) |
Specific Rotation(α) | -15 º (c=1, CH30H) |
Flash Point | 217.4°C |
Water Solubility | Soluble in water |
Solubility | Soluble in methanol |
Vapor Presure | 8.13E-09mmHg at 25°C |
Appearance | White to white-like crystals |
Color | White to Almost white |
BRN | 2418563 |
pKa | 3.83±0.10(Predicted) |
Storage Condition | 2-8°C |
Refractive Index | -15 ° (C=1, MeOH) |
MDL | MFCD00037297 |
Use | Used for biochemical reagents, peptide synthesis. |
Hazard Symbols | Xn - Harmful |
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. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S4/25 - |
WGK Germany | 3 |
HS Code | 29241990 |
Application | BOC-L-glutamic acid is an amino protected product of L-glutamic acid. It is a pharmaceutical intermediate that can be used to prepare lenalidomide, lenalidomide (lenalidomide) is used to treat myelodysplastic syndrome. It is a new immune-regulating, non-chemotherapy anticancer drug. |
Preparation | The benzyl ester of the amino acid derivative dissolved in methanol is hydrogenated on 10% Pd-C under a hydrogen atmosphere of 1 atmosphere (less than 10% weight of the amino acid benzyl ester or ether). After the reaction is complete, the catalyst is filtered out and the filtrate is evaporated in vacuum to obtain the desired product. BOC-L-glutamic acid can be prepared from commercially available benzyl N-tert-butoxycarbonyl-L-glutamic acid (1.0g,3.0mmol). The crude product was purified by rapid chromatography using 30% AcOEt / CH2Cl2/1%AcOH to obtain the desired product. BOC-L-glutamic acid, white powder (680mg,93% yield). |
use | used for biochemical reagents, peptide synthesis. |