| Identification | More | [Name]
N-Boc-O-Benzyl-D-serine | [CAS]
47173-80-8 | [Synonyms]
BOC-D-SER(BZL)
BOC-D-SER(BZL)-OH
BOC-D-SERINE(BZL)-OH
BOC-L-SER(BZL)
BOC-L-SER(BZL)-OH
BOC-L-SERINE (BZL)
BOC-O-BENZYL-D-SERINE
BOC-O-BENZYL-L-SERINE
BOC-(R)-2-AMINO-3-BENZYLOXYPROPIONIC ACID
BOC-(S)-2-AMINO-3-BENZYLOXYPROPIONIC ACID
BOC-SER(BZL)
BOC-SER(BZL)-OH
BOC-SERINE(BZL)-OH
n-[(1,1-dimethylethoxy)carbonyl]-o-(phenylmethyl)-l-serine
N-ALPHA-T-BOC-O-BENZYL-D-SERINE
N-ALPHA-T-BOC-O-BENZYL-L-SERINE
N-ALPHA-T-BUTOXYCARBONYL-O-BENZYL-L-SERINE
N-ALPHA-T-BUTYLOXYCARBONYL-O-BENZYL-D-SERINE
N-ALPHA-TERT-BOC-O-BENZYL-L-SERINE
N-ALPHA-TERT-BUTYLOXYCARBONYL-O-BENZYL-D-SERINE | [EINECS(EC#)]
245-820-1 | [Molecular Formula]
C15H21NO5 | [MDL Number]
MFCD00038248 | [Molecular Weight]
295.33 | [MOL File]
47173-80-8.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powder | [Melting point ]
58-60 °C(lit.)
| [alpha ]
-19 º (c=2 80% alcohol) | [Boiling point ]
437.02°C (rough estimate) | [density ]
1.1454 (rough estimate) | [refractive index ]
-20 ° (C=2, 80% EtOH) | [storage temp. ]
2-8°C
| [solubility ]
almost transparency in Methanol | [form ]
Powder | [pka]
3.53±0.10(Predicted) | [color ]
White | [BRN ]
2665080 | [InChI]
InChI=1S/C15H21NO5/c1-15(2,3)21-14(19)16-12(13(17)18)10-20-9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,16,19)(H,17,18)/t12-/m1/s1 | [InChIKey]
DMBKPDOAQVGTST-GFCCVEGCSA-N | [SMILES]
C(O)(=O)[C@@H](COCC1=CC=CC=C1)NC(OC(C)(C)C)=O | [CAS DataBase Reference]
47173-80-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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 . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29242990 |
| Hazard Information | Back Directory | [Chemical Properties]
White crystalline powder | [Uses]
N-BOC-O-Benzyl-D-serine, is an amino acid derivative used in chemical synthesis and peptide chemistry.is used in preparation of substituted naphthyl thiadiazolidinones as protein tyrosine phosphatase degraders for treating cancer and metabolic diseases. | [reaction suitability]
reaction type: Boc solid-phase peptide synthesis | [Biological Activity]
Boc-O-benzyl-D-serine is an inhibitor of the uptake of galactose and its derivatives. It has potent inhibitory activity against the uptake of galactose, glucose, and lactose. This drug is also effective in inhibiting the uptake of tetrazole, a substance that inhibits glycolysis. Boc-O-benzyl-D-serine is able to inhibit atherosclerotic lesions caused by piperidine, which has been shown to be synthesized from benzyl alcohol and piperidine. The oral administration of this compound can enhance fibroblast cells that are resistant to insulin. | [Synthesis]
N-Boc D-Se (500 mg, 2.43 mmol) dissolved in anhydrous DMF (4 mL) was slowly added to a dispersion of 60% NaH (204 mg, 5.1 mmol) in anhydrous DMF at 0 ° C. Stir the mixture at room temperature for 1 hour and cool to 0 ° C. Subsequently, benzyl bromide (0.29 mL, 2.43 mmol) was added and the mixture was heated to room temperature. After 4 hours of reaction, add saturated NH4Cl (1 mL) to quench the reaction. Finally, the product Boc-D-Ser(Bzl)-OH was obtained through purification. |
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