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CAS No.: | 100836-85-9 | ||||||||
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Name: | (R)-(+)-2-BENZYLOXYPROPIONIC ACID | ||||||||
Article Data: | 40 | ||||||||
Molecular Structure: | |||||||||
Formula: | C10H12 O3 | ||||||||
Molecular Weight: | 180.203 | ||||||||
Synonyms: | Propanoicacid, 2-(phenylmethoxy)-, (R)-; (R)-(+)-O-Benzyllactic acid;R-2-Benzyloxypropionic acid | ||||||||
Density: | 1.15g/cm3 | ||||||||
Melting Point: |
52-55 °C |
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Boiling Point: | 328.2°Cat760mmHg | ||||||||
Flash Point: | 130.4°C | ||||||||
Solubility: | Insoluble in water. | ||||||||
Hazard Symbols: | |||||||||
Risk Codes: | 36/37/38-43 | ||||||||
Safety: |
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PSA: | 46.53000 | ||||||||
LogP: | 1.67630 |
(R)-2-benzyloxypropionic acid
Conditions | Yield |
---|---|
With lithium hydroxide; water In tetrahydrofuran | 98% |
(R)-2-(benzyloxy) methyl propionate
(R)-2-benzyloxypropionic acid
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water at 20℃; for 0.5h; | 94% |
With sodium hydroxide In methanol | 89% |
With methanol; lithium hydroxide at 20℃; for 5h; | 78% |
(R)-2-benzyloxypropionic acid
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-pyridine; 2.6-dimethylphenol; C32H12BF24(1-)*C44H30N2O2P(1+) In toluene at -40℃; for 24h; Inert atmosphere; enantioselective reaction; | 86% |
Conditions | Yield |
---|---|
Stage #1: benzyl alcohol With sodium at 80 - 90℃; for 2h; Stage #2: (S)-2-chloropropanoic acid at 55℃; for 3h; Stage #3: With hydrogenchloride In tert-butyl methyl ether; water pH=1.5 - 6.5; | 84% |
(2S,4R)-3-[(R)-2-benzyloxypropanoyl]-2-trifluoromethyl-4-phenyl-1,3-oxazolidine
A
(R)-2-benzyloxypropionic acid
B
(2S,4R)-2-trifluoromethyl-4-phenyl-1,3-oxazolidine
Conditions | Yield |
---|---|
Stage #1: (2S,4R)-3-[(R)-2-benzyloxypropanoyl]-2-trifluoromethyl-4-phenyl-1,3-oxazolidine With lithium aluminium tetrahydride In diethyl ether at -10℃; for 2h; Inert atmosphere; Stage #2: With water; sodium hydroxide In diethyl ether Inert atmosphere; Further stages; | A 82% B 57% |
C
(R)-2-benzyloxypropionic acid
Conditions | Yield |
---|---|
With water; dihydrogen peroxide; lithium hydroxide In tetrahydrofuran at 0℃; for 1.5h; | A 7% B n/a C n/a |
2-(benzyloxy)propanoic acid
A
2-benzyloxypropanol
B
(R)-2-benzyloxypropionic acid
Conditions | Yield |
---|---|
Yield given. Yields of byproduct given; |
[(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane
(R)-2-benzyloxypropionic acid
Conditions | Yield |
---|---|
Multistep reaction; | |
Multi-step reaction with 4 steps 1: tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 0 °C 2: acetic acid / H2O / 10 h / 80 °C 3: NaIO4 / acetone; H2O / 3 h / 24 °C 4: CrO3 / acetic acid; pyridine / 3 h / 23 °C View Scheme |
(2S,3R)-3-Benzyloxy-butane-1,2-diol
(R)-2-benzyloxypropionic acid
Conditions | Yield |
---|---|
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile for 2h; Ambient temperature; Yield given; |
N-<(R)-α-benzyloxypropionyl>-cyclo-(β-alanylprolyl)
(R)-2-benzyloxypropionic acid
Conditions | Yield |
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With hydrogenchloride In methanol for 5h; Ambient temperature; |