[3-(benzyloxy)-1,2-oxazol-5-yl]Methanol
- Product Name
- [3-(benzyloxy)-1,2-oxazol-5-yl]Methanol
- CAS No.
- 123320-44-5
- Chemical Name
- [3-(benzyloxy)-1,2-oxazol-5-yl]Methanol
- Synonyms
- (3-(Benzyloxy)isoxazol-5-yl)Methanol;EOS-61969;3-(Phenylmethoxy)-5-isoxazolemethanol;[3-(benzyloxy)-1,2-oxazol-5-yl]Methano;5-Isoxazolemethanol, 3-(phenylmethoxy)-;[3-(benzyloxy)-1,2-oxazol-5-yl]Methanol;(3-phenylmethoxy-1,2-oxazol-5-yl)methanol
- CBNumber
- CB52645637
- Molecular Formula
- C11H11NO3
- Formula Weight
- 205.21
- MOL File
- 123320-44-5.mol
[3-(benzyloxy)-1,2-oxazol-5-yl]Methanol Property
- Boiling point:
- 396.6±32.0 °C(Predicted)
- Density
- 1.251±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 13.12±0.10(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
- CHM0389048
- Product name
- (3-(BENZYLOXY)ISOXAZOL-5-YL)METHANOL
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $505
- Updated
- 2021/12/16
- Product number
- 4459AA
- Product name
- (3-(Benzyloxy)isoxazol-5-yl)methanol
- Packaging
- 1g
- Price
- $516
- Updated
- 2021/12/16
- Product number
- 126204
- Product name
- (3-(Benzyloxy)isoxazol-5-yl)methanol
- Purity
- >95%
- Packaging
- 1g
- Price
- $864
- Updated
- 2021/12/16
- Product number
- CM129869
- Product name
- (3-(benzyloxy)isoxazol-5-yl)methanol
- Purity
- 95+%
- Packaging
- 1g
- Price
- $327
- Updated
- 2021/12/16
- Product number
- CD11320343
- Product name
- (3-(Benzyloxy)isoxazol-5-yl)methanol
- Purity
- 98%
- Packaging
- 1g
- Price
- $347
- Updated
- 2021/12/16
[3-(benzyloxy)-1,2-oxazol-5-yl]Methanol Chemical Properties,Usage,Production
Uses
(3-(Benzyloxy)isoxazol-5-yl)methanol is a key precursor to tetracycline antibiotics.
Synthesis
205115-22-6
123320-44-5
General procedure for the synthesis of (3-(benzyloxy)isoxazol-5-yl)methanol from methyl 3-(benzyloxy)isoxazole-5-carboxylate: to a solution of methyl 3-(benzyloxy)isoxazole-5-carboxylate (2.33 g, 9.99 mmol, 1.00 eq.) in methanol (50 mL) was added sodium borohydride (756 mg, 19.98 mmol, 2.00 equivalent). The reaction mixture was stirred at 15 °C for 3 hours. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent ratio of petroleum ether:ethyl acetate = 5:1) to confirm the completion of the reaction. The reaction mixture was slowly poured into 0.2 M hydrochloric acid solution (200 mL) and extracted with ethyl acetate (150 mL x 2). The organic phases were combined, washed with saturated saline (200 mL × 2), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give (3-(benzyloxy)isoxazol-5-yl)methanol (1.85 g, 9.02 mmol, 90% yield) as a colorless oil.LC-MS (ESI) m/z: 206.1 [M+H]+.
References
[1] Patent: WO2018/140809, 2018, A1. Location in patent: Paragraph 00443; 00551; 00554; 00555
[2] European Journal of Organic Chemistry, 1998, # 3, p. 473 - 479
[3] Patent: WO2012/87833, 2012, A1. Location in patent: Page/Page column 133
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 23, p. 9133 - 9153
[5] Patent: WO2008/127361, 2008, A2. Location in patent: Page/Page column 89
[3-(benzyloxy)-1,2-oxazol-5-yl]Methanol Preparation Products And Raw materials
Raw materials
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