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
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
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.
N-Bromosuccinimide Price
- Product number
- B943475
- Product name
- 3-((tert-Butoxycarbonyl)amino)-2-hydroxypropanoicAcid
- Packaging
- 50mg
- Price
- $200
- Updated
- 2021/12/16
- Product number
- FA163815
- Product name
- 3-Amino-N-Boc-2-hydroxy-propionic acid
- Packaging
- 1g
- Price
- $250
- Updated
- 2021/12/16
- Product number
- FA163815
- Product name
- 3-Amino-N-Boc-2-hydroxy-propionic acid
- Packaging
- 2g
- Price
- $350
- Updated
- 2021/12/16
- Product number
- FA163815
- Product name
- 3-Amino-N-Boc-2-hydroxy-propionic acid
- Packaging
- 5G
- Price
- $500
- Updated
- 2021/12/16
- Product number
- FA163815
- Product name
- 3-Amino-N-Boc-2-hydroxy-propionic acid
- Packaging
- 10g
- Price
- $750
- Updated
- 2021/12/16
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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