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Z-BETA-ALA-OME

Product Name
Z-BETA-ALA-OME
CAS No.
54755-77-0
Chemical Name
Z-BETA-ALA-OME
Synonyms
Z-b-Ala-OMe;Z-β-Ala-OMe;Cbz-β-Ala-Ome;Z-BETA-ALA-OME;Z-GLY(C*CH2)-OME;Cbz-Beta-Ala.Ome;Z-?-alanine methyl ester;Z-β-alanine methyl ester;Z-BETA-ALANINE METHYL ESTER;N-Cbz-b-alanine methyl ester
CBNumber
CB9765201
Molecular Formula
C12H15NO4
Formula Weight
237.25
MOL File
Mol file
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Z-BETA-ALA-OME Property

storage temp. 
Sealed in dry,Room Temperature
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M335200
Product name
Methyl3-([(benzyloxy)carbonyl]amino)propanoate
Packaging
1g
Price
$75
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA49619
Product name
Z-beta-alanine methyl ester
Packaging
25g
Price
$306.5
Updated
2021/12/16
Chem-Impex
Product number
12190
Product name
Z-β-alanine methyl ester
Purity
≥ 99% (HPLC)
Packaging
100G
Price
$620
Updated
2021/12/16
AK Scientific
Product number
V6552
Product name
Methyl3-([(benzyloxy)carbonyl]amino)propanoate
Packaging
100g
Price
$887
Updated
2021/12/16
Chem-Impex
Product number
12190
Product name
Z-β-alanine methyl ester
Purity
≥ 99% (HPLC)
Packaging
1G
Price
$15
Updated
2021/12/16
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Z-BETA-ALA-OME Chemical Properties,Usage,Production

Uses

Methyl 3-([(benzyloxy)carbonyl]amino)propanoate

Synthesis

100-39-0

54755-77-0

The general procedure for the synthesis of Cbz-β-alanine methyl ester from benzyl bromide is as follows: Example 22 Synthesis of STR94N-CBZ-β-alanine methyl ester: The target compound was prepared by the reaction of N-CBZ-β-alanine (5 g, 22.4 mmol), methanol and thionyl chloride according to the method described in Step A of Example 1. Synthesis of STR95: To a stirred solution of the intermediate (330 mg) from the previous step in THF (3 mL) was added potassium bis(trimethylmethylsilyl) amide (3 mL, 0.5 M in toluene) followed by hexamethylphosphoramidite (5 mL) at -78 °C. The mixture was slowly warmed to room temperature and after forming a clarified solution, it was cooled again to -78°C. To this solution was added another portion of potassium bis(trimethylmethylsilyl)amide (3 mL, 0.5 M solution in toluene). After 1 hour of reaction at -78 °C, benzyl bromide (193 μL) was added to the reaction mixture. The solution was continued to be stirred at -78 °C for 3 h. Subsequently, it was poured into 0.5 N HCl and extracted three times with ether. The combined organic layers were washed sequentially with water (5 times) and brine, dried with magnesium sulfate and concentrated. The residue was purified by preparative thin layer chromatography (Pre-TLC, unfolding agent ratio hexane/ethyl acetate = 4/1) to afford the target compound (164 mg, 35% yield).

References

[1] Patent: US5663171, 1997, A

Z-BETA-ALA-OME Preparation Products And Raw materials

Raw materials

Preparation Products

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54755-77-0, Z-BETA-ALA-OMERelated Search:


  • METHYL 3-(BENZYLOXY CARBONYLAMINO)-PROPANOATE
  • 3-AMINO-3-CARBOBENZOXY-O-METHYL-PROPIONIC ACID
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  • Cbz-Beta-Ala.Ome
  • Cbz-beta-alanine methyl ester
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  • Z-β-Ala-OMe
  • Z-β-alanine methyl ester
  • Cbz-β-Ala-Ome
  • N-Cbz-b-alanine methyl ester
  • 54755-77-0