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Propanoic acid,2-(phenylmethoxy)-, (2R)-

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Name

Propanoic acid,2-(phenylmethoxy)-, (2R)-

EINECS N/A
CAS No. 100836-85-9 Density 1.15g/cm3
PSA 46.53000 LogP 1.67630
Solubility Insoluble in water. Melting Point 52-55 °C

Formula C10H12 O3 Boiling Point 328.2°Cat760mmHg
Molecular Weight 180.203 Flash Point 130.4°C
Transport Information N/A Appearance N/A
Safety
Hazard Codes Xi
Risk Statements 36/37/38-43
Safety Statements 26-36/37
WGK Germany 3
Risk Codes 36/37/38-43
Molecular Structure Molecular Structure of 100836-85-9 ((R)-(+)-2-BENZYLOXYPROPIONIC ACID) Hazard Symbols
Synonyms

Propanoicacid, 2-(phenylmethoxy)-, (R)-; (R)-(+)-O-Benzyllactic acid;R-2-Benzyloxypropionic acid

Article Data 40

Propanoic acid,2-(phenylmethoxy)-, (2R)- Synthetic route

1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-yl 2-(benzyloxy)propionate

100836-85-9

(R)-2-benzyloxypropionic acid

Conditions
ConditionsYield
With lithium hydroxide; water In tetrahydrofuran98%
115458-99-6

(R)-2-(benzyloxy) methyl propionate

100836-85-9

(R)-2-benzyloxypropionic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃; for 0.5h;94%
With sodium hydroxide In methanol89%
With methanol; lithium hydroxide at 20℃; for 5h;78%

C16H28O3Si2

100836-85-9

(R)-2-benzyloxypropionic acid

Conditions
ConditionsYield
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%
29617-66-1

(S)-2-chloropropanoic acid

100-51-6

benzyl alcohol

100836-85-9

(R)-2-benzyloxypropionic acid

Conditions
ConditionsYield
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%
1220352-28-2

(2S,4R)-3-[(R)-2-benzyloxypropanoyl]-2-trifluoromethyl-4-phenyl-1,3-oxazolidine

A

100836-85-9

(R)-2-benzyloxypropionic acid

B

203176-56-1

(2S,4R)-2-trifluoromethyl-4-phenyl-1,3-oxazolidine

Conditions
ConditionsYield
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%

C24H28N2O3

trans-3-benzyl-3,7-diazabicyclo[4.3.0]nonan-8-one

B

2-(1-benzyl-4-(2-(benzyloxy)propanamido)piperidin-3-yl)acetic acid hydrochloride

C

100836-85-9

(R)-2-benzyloxypropionic acid

Conditions
ConditionsYield
With water; dihydrogen peroxide; lithium hydroxide In tetrahydrofuran at 0℃; for 1.5h;A 7%
B n/a
C n/a

B

100836-85-9

(R)-2-benzyloxypropionic acid

Conditions
ConditionsYield
Yield given. Yields of byproduct given;
105544-95-4

[(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane

100836-85-9

(R)-2-benzyloxypropionic acid

Conditions
ConditionsYield
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
87604-62-4

(2S,3R)-3-Benzyloxy-butane-1,2-diol

100836-85-9

(R)-2-benzyloxypropionic acid

Conditions
ConditionsYield
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile for 2h; Ambient temperature; Yield given;
82939-03-5

N-<(R)-α-benzyloxypropionyl>-cyclo-(β-alanylprolyl)

100836-85-9

(R)-2-benzyloxypropionic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol for 5h; Ambient temperature;
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