Boc-D-Ser(Bzl)-OH Chemical Properties

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. 

Sealed in dry,Room Temperature

solubility 

almost transparency in Methanol

pka

3.53±0.10(Predicted)

form 

Powder

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 Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

3

HS Code 

2924 29 70

HazardClass 

IRRITANT

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Boc-D-Ser(Bzl)-OH Usage And Synthesis

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.

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.

Boc-D-Ser(Bzl)-OH(47173-80-8)Related Product Information

• Benzyl chloride
• D-Serine
• Benzyl benzoate
• L-Homoserine
• tert-Butanol
• Boc-Ser(tBu)-OH
• N-Carbobenzyloxyglycine
• Benzyl bromide
• DL-Serine
• Benzyltriethylammonium chloride
• Benzyl alcohol
• L-ALPHA-PHOSPHATIDYLSERINES, BRAIN, BOVINE
• Boc-Aib-OH
• D-Cycloserine
• Benzyltrimethylammonium chloride
• Boc-O-benzyl-L-serine, N-(tert-Butoxycarbonyl)-O-benzyl-L-serine,N-BOC-O-Benzyl-L-serine,N-T-BOC-O-BENZYL-L-SERINE CRYSTALLINE
• BOC-GLY-LEU-OH
• Boc-His(Trt)-OH