ChemicalBook > CAS DataBase List > BOC-N-ETHYL GLYCINE

BOC-N-ETHYL GLYCINE

Product Name
BOC-N-ETHYL GLYCINE
CAS No.
149794-10-5
Chemical Name
BOC-N-ETHYL GLYCINE
Synonyms
Boc-N-EtGly-OH;BOC-N-ETHYLGLY-OH;BOC-N-ETHYL GLYCINE;N-BOC-N-ETHYL-GLYCINE;N-Boc-N-ethylglycine,97%;BOC-N-ETHYL GLYCINE USP/EP/BP;Boc-N-ethyl glycine≥ 98% (HPLC);N-Ethylglycine, N-BOC protected;N-(tert-Butoxycarbonyl)-N-ethylglycine;2-(tert-butoxycarbonyl(ethyl)amino)acetic acid
CBNumber
CB8242868
Molecular Formula
C9H17NO4
Formula Weight
203.24
MOL File
149794-10-5.mol
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BOC-N-ETHYL GLYCINE Property

Melting point:
87-88℃
Boiling point:
302.7±21.0 °C(Predicted)
Density 
1.113±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
pka
4.03±0.10(Predicted)
form 
lumpy crystalline powder
color 
Off white to faint lemon
InChI
InChI=1S/C9H17NO4/c1-5-10(6-7(11)12)8(13)14-9(2,3)4/h5-6H2,1-4H3,(H,11,12)
InChIKey
SPBIXXXFDSLALC-UHFFFAOYSA-N
SMILES
C(O)(=O)CN(C(OC(C)(C)C)=O)CC
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Safety

Hazard Codes 
Xn
Risk Statements 
22
HS Code 
2922498590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TRC
Product number
B655005
Product name
N-Boc-N-ethyl-glycine
Packaging
1g
Price
$165
Updated
2021/12/16
Apolloscientific
Product number
OR20016
Product name
N-Ethylglycine,N-BOCprotected
Packaging
1g
Price
$22
Updated
2021/12/16
SynQuest Laboratories
Product number
4158-1-58
Product name
N-Ethylglycine, N-Boc protected
Packaging
1g
Price
$28
Updated
2021/12/16
Activate Scientific
Product number
AS85006
Product name
N-Boc-N-ethyl-glycine
Purity
95+%
Packaging
1g
Price
$29
Updated
2021/12/16
Chem-Impex
Product number
05080
Product name
Boc--ethyl glycine
Purity
≥ 98% (HPLC)
Packaging
1G
Price
$30
Updated
2021/12/16
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BOC-N-ETHYL GLYCINE Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

N-Boc-N-ethyl Glycine, is a substituted Glycine (G615990) used as a building block for the synthesis of more complex pharmaceutical compounds. It can be used for designing potent, selective, orally active, peptide-based fibrinogen receptor antagonists.

Synthesis

4530-20-5

75-03-6

149794-10-5

General procedure for the synthesis of 2-((tert-butoxycarbonyl)(ethyl)amino)acetic acid from BOC-glycine and iodoethane: Following the method of Grigg et al [Blaney, P.; Grigg, R.; Rankovic, Z.; Thornton-Pett, M.; Xu, J. Tetrahedron, 2002, 58,. 1719-1737], sodium hydride (480 mg, 60% oil dispersion, 12.0 mmol, 4.0 eq.) was added to a round-bottom flask and purged with nitrogen for 15 min. THF (6.0 mL) was added to the flask and the suspension was cooled to 0 °C using an ice water bath. In another flask, BOC-glycine (525 mg, 3.0 mmol), anhydrous THF (6.0 mL), and ethidium iodide (1.0 mL, 12 mmol, 4 eq.) were mixed. The mixture was added dropwise to the cooled NaH suspension, kept at 0 °C and stirred vigorously. After 1 hour of reaction, the mixture was warmed to room temperature and stirring was continued overnight. The reaction mixture was cooled again to 0 °C and methanol (4 mL) was added slowly to quench the excess sodium hydride. The reaction mixture was diluted by adding deionized water and methanol was removed under reduced pressure. The impurities were extracted with a 90% ethyl acetate-hexane solvent mixture and the pH of the aqueous layer was subsequently adjusted to 2-3 by addition of solid citric acid. the product was again extracted with a 90% ethyl acetate-hexane solvent mixture. The organic layers were combined, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give the target product 2-((tert-butoxycarbonyl)(ethyl)amino)acetic acid in quantitative yield.

References

[1] Patent: WO2006/69063, 2006, A1. Location in patent: Page/Page column 132-133
[2] Patent: WO2007/106192, 2007, A2. Location in patent: Page/Page column 70; 71
[3] Patent: WO2008/79735, 2008, A1. Location in patent: Page/Page column 45
[4] Patent: WO2008/134679, 2008, A1. Location in patent: Page/Page column 94
[5] Journal of the American Chemical Society, 1993, vol. 115, # 10, p. 4228 - 4245

BOC-N-ETHYL GLYCINE Preparation Products And Raw materials

Raw materials

Preparation Products

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149794-10-5, BOC-N-ETHYL GLYCINERelated Search:


  • N-BOC-N-ETHYL-GLYCINE
  • BOC-N-ETHYL GLYCINE
  • BOC-N-ETHYLGLY-OH
  • N-(tert-Butoxycarbonyl)-N-ethylglycine
  • 2-(tert-butoxycarbonyl(ethyl)amino)acetic acid
  • Boc-N-ethyl glycine≥ 98% (HPLC)
  • 2-[ethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetic acid
  • Boc-N-EtGly-OH
  • N-Ethylglycine, N-BOC protected
  • Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-ethyl-
  • N-Boc-N-ethylglycine,97%
  • BOC-N-ETHYL GLYCINE USP/EP/BP
  • 149794-10-5
  • Amino Acid Derivatives
  • Amino Acids