Boc-(S)-2-amino-2-(4-hydroxyphenyl)acetic acid
- Product Name
- Boc-(S)-2-amino-2-(4-hydroxyphenyl)acetic acid
- CAS No.
- 69651-48-5
- Chemical Name
- Boc-(S)-2-amino-2-(4-hydroxyphenyl)acetic acid
- Synonyms
- Boc-L-Phg(4-OH)-OH;N-Boc-S-4-Hydroxyphenylglycine;N-Boc-4-hydroxyphenyl-l-glycine;Boc-(S)-2-amino-2-(4-hydroxyphenyl)acetic acid;(S)-2-(Boc-amino)-2-(4-hydroxyphenyl)acetic Acid;(S)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid;Benzeneacetic acid,a-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-, (aS)-;Benzeneacetic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-, (αS)-;(2S)-2-(4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid
- CBNumber
- CB13039165
- Molecular Formula
- C13H17NO5
- Formula Weight
- 267.28
- MOL File
- 69651-48-5.mol
Boc-(S)-2-amino-2-(4-hydroxyphenyl)acetic acid Property
- storage temp.
- 2-8°C
- Appearance
- White to off-white Solid
- optical activity
- Consistent with structure
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye 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
- AS87949
- Product name
- Boc-(S)-2-amino-2-(4-hydroxyphenyl)acetic acid
- Purity
- 95+% ee
- Packaging
- 1g
- Price
- $33
- Updated
- 2021/12/16
- Product number
- CS-0036299
- Product name
- (S)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)aceticacid
- Purity
- ≥97.0%
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 1080AL
- Product name
- (2S)-[(tert-Butoxycarbonyl)amino](4-hydroxyphenyl)ethanoicacid
- Packaging
- 1g
- Price
- $107
- Updated
- 2021/12/16
- Product number
- AS87949
- Product name
- Boc-(S)-2-amino-2-(4-hydroxyphenyl)acetic acid
- Purity
- 95+% ee
- Packaging
- 5G
- Price
- $115
- Updated
- 2021/12/16
- Product number
- CS-0036299
- Product name
- (S)-2-((tert-Butoxycarbonyl)amino)-2-(4-hydroxyphenyl)aceticacid
- Purity
- ≥97.0%
- Packaging
- 5g
- Price
- $220
- Updated
- 2021/12/16
Boc-(S)-2-amino-2-(4-hydroxyphenyl)acetic acid Chemical Properties,Usage,Production
Synthesis
24424-99-5
32462-30-9
69651-48-5
GENERAL STEPS: L-(+)-p-hydroxyphenylglycine (1.00 g, 5.98 mmol) and sodium bicarbonate (2.50 g, 29.11 mmol) were dissolved in a solvent mixture of 1,4-dioxane (20 mL) and water (20 mL) at 0 °C. Di-tert-butyl dicarbonate (1.40 g, 6.58 mmol) was added slowly, followed by warming the reaction mixture to room temperature and stirring for 18 hours. Upon completion of the reaction, the organic solvent was removed by evaporation under reduced pressure and the residue was subjected to liquid-liquid partitioning with ethyl acetate (300 mL) and 0.5 M aqueous hydrochloric acid (50 mL). The organic phase was separated, washed sequentially with 0.5 M aqueous hydrochloric acid, water and saturated saline, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the white solid product (S)-2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetic acid (1.6 g, quantitative yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 8.80 (broad single peak, 1H), 7.12 (double peak, 2H), 6.62 (double peak, 2H), 5.80 (double peak, 1H), 5.00 (double peak, 1H), 1.22 (single peak, 9H). Mass spectrometry (EI) analysis was consistent with the molecular formula C11H17NO5: [M-H]- m/z 266.
References
[1] Synlett, 2008, # 15, p. 2355 - 2359
[2] Patent: WO2009/55077, 2009, A1. Location in patent: Page/Page column 410
[3] Chemistry - A European Journal, 2010, vol. 16, # 34, p. 10523 - 10534
[4] Patent: WO2014/210436, 2014, A2. Location in patent: Paragraph 00411; 00412
[5] Advanced Synthesis and Catalysis, 2017, vol. 359, # 17, p. 2897 - 2900
Boc-(S)-2-amino-2-(4-hydroxyphenyl)acetic acid Preparation Products And Raw materials
Raw materials
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