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ChemicalBook > Product Catalog >Biochemical Engineering >Amino Acids and Derivatives >Serine derivatives >Boc-D-Ser(Bzl)-OH

Boc-D-Ser(Bzl)-OH

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CAS:47173-80-8
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Boc-D-Ser(Bzl)-OH Basic information
Product Name:Boc-D-Ser(Bzl)-OH
Synonyms:(2R)-2-(tert-butoxycarbonylamino)-3-(phenylmethoxy)propanoic acid;(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(phenylmethoxy)propanoic acid;(2R)-2-[(tert-butoxy-oxomethyl)amino]-3-(phenylmethoxy)propanoic acid;(2R)-3-(benzyloxy)-2-(tert-butoxycarbonylamino)propionic acid;L-Serine, N-((1,1-dimethylethoxy)carbonyl)-O-(phenylmethyl)-;Boc-D-Ser(Bzl)-OH, >=98%;BOC-D-SERINE(BZL)-OH;BOC-D-SER(BZL)-OH
CAS:47173-80-8
MF:C15H21NO5
MW:295.33
EINECS:827-299-8
Product Categories:Amino Acids;Boc-Amino Acids and Derivative;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series
Mol File:47173-80-8.mol
Boc-D-Ser(Bzl)-OH Structure
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
pka3.53±0.10(Predicted)
form Powder
color White
BRN 2665080
InChIInChI=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
InChIKeyDMBKPDOAQVGTST-GFCCVEGCSA-N
SMILESC(O)(=O)[C@@H](COCC1=CC=CC=C1)NC(OC(C)(C)C)=O
CAS DataBase Reference47173-80-8(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 Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Boc-D-Ser(Bzl)-OH Usage And Synthesis
Chemical PropertiesWhite crystalline powder
UsesN-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 suitabilityreaction type: Boc solid-phase peptide synthesis
Biological ActivityBoc-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.
SynthesisN-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.
Tag: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

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