ChemicalBook > CAS DataBase List > Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI)

Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI)

Product Name
Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI)
CAS No.
218916-64-4
Chemical Name
Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI)
Synonyms
Boc-DL-Isoserine;N-β-(t-Butoxycarbonyl)-DL-isoserine;Boc-3-aMino-2-hydroxypropionic acid;3-(BOC-AMINO)-2-HYDROXYPROPANOIC ACID;3-(tert-Butoxycarbonylamino)-2-hydroxypropanoic acid;Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-;Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI);3-[(tert-butoxycarbonyl)amino]-2-hydroxypropanoic-3-6-5(1)8/h1-2,6H,3-4H2
CBNumber
CB41050947
Molecular Formula
C8H15NO5
Formula Weight
205.21
MOL File
218916-64-4.mol
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Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI) Property

Boiling point:
391.7±32.0 °C(Predicted)
Density 
1.240±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
3.58±0.11(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

TRC
Product number
B943475
Product name
3-((tert-Butoxycarbonyl)amino)-2-hydroxypropanoicAcid
Packaging
50mg
Price
$200
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA163815
Product name
3-Amino-N-Boc-2-hydroxy-propionic acid
Packaging
500mg
Price
$160
Updated
2021/12/16
AK Scientific
Product number
1086AB
Product name
3-((tert-Butoxycarbonyl)amino)-2-hydroxypropanoicacid
Packaging
1g
Price
$171
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA163815
Product name
3-Amino-N-Boc-2-hydroxy-propionic acid
Packaging
1g
Price
$250
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA163815
Product name
3-Amino-N-Boc-2-hydroxy-propionic acid
Packaging
2g
Price
$350
Updated
2021/12/16
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Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI) Chemical Properties,Usage,Production

Synthesis

632-12-2

24424-99-5

218916-64-4

The general procedure for the synthesis of N-Boc-3-amino-2-hydroxypropionic acid from DL-isoserine (1 g, 9.52 mmol) and di-tert-butyl dicarbonate (2.7 g, 12.37 mmol) was as follows: DL-isoserine (1 g, 9.52 mmol) was dissolved in a solvent mixture of tert-butanol (40 mL) and 1 M aqueous NaOH (20 mL). Di-tert-butyl dicarbonate (2.7 g, 12.37 mmol) was added slowly under cooling in an ice bath. The reaction mixture was stirred at room temperature overnight. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the complete consumption of the raw material, the solvent was removed by concentration under reduced pressure in a water bath at 40 °C. Subsequently, three liquid-liquid extractions were performed with ethyl acetate and 1 M HCl, and the organic phases were combined and washed with saturated aqueous sodium chloride. The organic layer was dried over anhydrous magnesium sulfate and concentrated again under reduced pressure in a water bath at 40 °C to afford N-Boc-3-amino-2-hydroxypropionic acid (1.95 g, 100% yield). The product was characterized by 1H-NMR (500 MHz, CDCl3) with the following chemical shifts: δ 1.45 (9H, s), 3.51-3.65 (2H, m), 4.32 (1H, m), 5.10 (1H, br).

References

[1] Patent: US2016/151506, 2016, A1. Location in patent: Paragraph 0284-0288
[2] Chemical and pharmaceutical bulletin, 2002, vol. 50, # 2, p. 239 - 252
[3] Journal of Medicinal Chemistry, 2014, vol. 57, # 22, p. 9447 - 9462
[4] Patent: WO2004/39814, 2004, A1. Location in patent: Page 111 - 112
[5] Patent: WO2011/146354, 2011, A1. Location in patent: Page/Page column 61

Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI) Preparation Products And Raw materials

Raw materials

Preparation Products

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Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI) Suppliers

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218916-64-4, Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI)Related Search:

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  • Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI)
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  • 3-(BOC-AMINO)-2-HYDROXYPROPANOIC ACID
  • 3-[(tert-butoxycarbonyl)amino]-2-hydroxypropanoic-3-6-5(1)8/h1-2,6H,3-4H2
  • Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-
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