(S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid supplier

Name
(S)-3-(4-HYDROXYPHENYL)-2-HYDROXYPROPIONIC ACID
EINECS
CAS No. 23508-35-2
Article Data39
CAS DataBase
Density 1.405 g/cm³
Solubility
Melting Point 165-168 °C
Formula C₉H₁₀O₄
Boiling Point 414.439 °C at 760 mmHg
Molecular Weight 182.176
Flash Point 218.597 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Benzenepropanoicacid, a,4-dihydroxy-, (S)-;Lactic acid,3-(p-hydroxyphenyl)-, (+)- (8CI);(+)-3-(4-Hydroxyphenyl)lactic acid;(2S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid;(S)-2-Hydroxy-3-(4-hydroxyphenyl)propionic acid;(S)-3-(4-Hydroxyphenyl)-2-hydroxypropanoic acid;(S)-3-(4-Hydroxyphenyl)lacticacid;L-p-Hydroxyphenyllactic acid;
PSA 77.76000
LogP 0.38020

Synthetic route

: 156-39-8
4-Hydroxyphenylpyruvic acid

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Conditions

Conditions	Yield
With triethylamine; B-chlorodiisopinocampheylborane In tetrahydrofuran	92%
With triethylamine; B-chlorodiisopinocampheylborane In tetrahydrofuran at -30℃; optical yield given as %ee;	78%
Stage #1: 4-hydroxyphenylpiruvic acid With triethylamine In N,N-dimethyl-formamide at -40℃; for 0.166667h; Stage #2: With B-chlorodiisopinocampheylborane In tetrahydrofuran; N,N-dimethyl-formamide at -20 - 20℃; for 12.5h; enantioselective reaction;	71%

: (S)-3-(4-hydroxy-phenyl)-2-methoxy-propionic acid sodium salt

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium iodide at 110℃; for 24h;	91%

: 343880-41-1
(S)-2-ethoxy-3-(4-methoxyphenyl)propanoic acid

A: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

B: 33173-34-1
(S)-2-hydroxy-3-(4-methoxyphenyl)propanoic acid

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at -10℃;	A 7% B 90%

: 343880-41-1
(S)-2-ethoxy-3-(4-methoxyphenyl)propanoic acid

A: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

B: 325793-65-5
(2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoic acid

Conditions

Conditions	Yield
With hydrogen iodide In water	A 10% B 80%

: 60-18-4
L-tyrosine

A: 156-39-8
4-Hydroxyphenylpyruvic acid

B: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Conditions

Conditions	Yield
With formate dehydrogenase; oxygen; ammonium formate; NADH In aq. phosphate buffer at 21℃; under 750.075 Torr; for 7h; pH=7; Concentration; Enzymatic reaction; stereoselective reaction;	A 2 %Chromat. B 80%

: 162919-37-1
(S)-3-(4-(benzyloxy)phenyl)-2-hydroxypropanoic acid

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Conditions

Conditions	Yield
With hydrogen; 10 percent Pd/C In methanol; ethyl acetate for 20h; atmospheric pressure;	70%

: 556-02-5
tyrosine

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 556-02-5, 556-03-6, 34537-57-0, 55520-40-6, 96946-98-4, 60-18-4
›Tyr

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 60-18-4
L-tyrosine

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Conditions

Conditions	Yield
With nitric acid
durch Einwirkung von Bacillus subtilis in Gegenwart von Phosphaten;
With bacterium subtilis
With barium nitrite; sulfuric acid

: 943-80-6
4-amino-L-phenylalanine

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite 1.) 0 deg C, overnight, 2.) reflux, 15 min; Yield given. Multistep reaction;

: 156-39-8
4-Hydroxyphenylpyruvic acid

A: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

B: 89919-57-3
(R)-3-(4-hydroxyphenyl)lactic acid

Conditions

Conditions	Yield
With triethylamine; B-chlorodiisopinocampheylborane In tetrahydrofuran 1.) -20 deg C, 5 min; 2.) 20 deg C, then 0 deg C, 3 h; Yield given; Yields of byproduct given. Title compound not separated from byproducts;
With triethylamine; B-chlorodiisopinocampheylborane In tetrahydrofuran Title compound not separated from byproducts;
With C20H34BCl; triethylamine In tetrahydrofuran at 20℃; for 12h; Overall yield = 70 percent; Overall yield = 299 mg;	A n/a B n/a

inactive form: inactive form

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Conditions

Conditions	Yield
With water; MORPHIN

: 856899-98-4
methyl 2-dihydroxy-3-(4-methoxyphenyl)propanoate

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 3h;

: 123-11-5
4-methoxy-benzaldehyde

indenyl magnesium bromide: indenyl magnesium bromide

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.2: Microbiological reaction 2.1: 100 percent / H2 / Pd/C / ethyl acetate / 16 h / 20 °C / 2327.17 Torr 3.1: aq. NaOH / ethanol / 3 h View Scheme

: 137173-40-1
(2S,3R)-methyl p-methoxycinnamate epoxide

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / H2 / Pd/C / ethyl acetate / 16 h / 20 °C / 2327.17 Torr 2: aq. NaOH / ethanol / 3 h View Scheme

: 267228-34-2
(S)-2-acetoxy-3-(4-(benzyloxy)phenyl)propanoic acid

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 99 percent / 0.1 mol/l LiOH / tetrahydrofuran / 20 h / 20 °C 2: 70 percent / H2 / 10 percent Pd/C / ethyl acetate; methanol / 20 h / atmospheric pressure View Scheme

: ethyl 2-ethoxy-3-(4-methoxyphenyl)-2-propenoate

A: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

B: 325793-65-5
(2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium hydroxide; ethanol / toluene 2: hydrogen; 5%-palladium/activated carbon / Isopropyl acetate / 3 h / 22 - 25 °C / 3000.3 Torr / Autoclave; Inert atmosphere 3: Isopropyl acetate / 0.17 h / 45 - 47 °C 4: hydrogen iodide / water View Scheme

: ethyl 2-ethoxy-3-(4-methoxyphenyl)-2-propenoate

A: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

B: 33173-34-1
(S)-2-hydroxy-3-(4-methoxyphenyl)propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium hydroxide; ethanol / toluene 2: hydrogen; 5%-palladium/activated carbon / Isopropyl acetate / 3 h / 22 - 25 °C / 3000.3 Torr / Autoclave; Inert atmosphere 3: Isopropyl acetate / 0.17 h / 45 - 47 °C 4: boron tribromide / dichloromethane / -10 °C View Scheme

: 1214260-73-7
(Z)-2-ethoxy-3-(4-methoxyphenyl)propenoic acid

A: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

B: 325793-65-5
(2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogen; 5%-palladium/activated carbon / Isopropyl acetate / 3 h / 22 - 25 °C / 3000.3 Torr / Autoclave; Inert atmosphere 2: Isopropyl acetate / 0.17 h / 45 - 47 °C 3: hydrogen iodide / water View Scheme

: 1214260-73-7
(Z)-2-ethoxy-3-(4-methoxyphenyl)propenoic acid

A: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

B: 33173-34-1
(S)-2-hydroxy-3-(4-methoxyphenyl)propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogen; 5%-palladium/activated carbon / Isopropyl acetate / 3 h / 22 - 25 °C / 3000.3 Torr / Autoclave; Inert atmosphere 2: Isopropyl acetate / 0.17 h / 45 - 47 °C 3: boron tribromide / dichloromethane / -10 °C View Scheme

: 2-ethoxy-3-(4-methoxyphenyl)propanoic acid

A: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

B: 325793-65-5
(2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Isopropyl acetate / 0.17 h / 45 - 47 °C 2: hydrogen iodide / water View Scheme

: 2-ethoxy-3-(4-methoxyphenyl)propanoic acid

A: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

B: 33173-34-1
(S)-2-hydroxy-3-(4-methoxyphenyl)propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Isopropyl acetate / 0.17 h / 45 - 47 °C 2: boron tribromide / dichloromethane / -10 °C View Scheme

: 67-56-1
methanol

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 123359-33-1
(S)-3-(4-hydroxyphenyl)-2-hydroxypropionyl methyl ester

Conditions

Conditions	Yield
With hydrogenchloride at 20℃; for 2h;	100%

: 112-30-1
1-Decanol

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: C19H30O4

Conditions

Conditions	Yield
With sulfuric acid at 80℃; for 2h;	95%

: 112-53-8
1-dodecyl alcohol

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: C21H34O4

Conditions

Conditions	Yield
With sulfuric acid at 80℃; for 2h;	91%

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 108-24-7
acetic anhydride

: C13H14O6

Conditions

Conditions	Yield
With pyridine at 20℃; for 3h;	90%
With pyridine
With dmap; triethylamine In dichloromethane at 21℃; for 3h;
With dmap In ethyl acetate at 30℃; for 1h;

: 22034-75-9
3-(5-bromopentoxy)-estra-1,3,5(10)-triene-17β-ol

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: C32H42O6

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h;	84%

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 71-36-3
butan-1-ol

: (S)-latifolicinin A

Conditions

Conditions	Yield
With sulfuric acid at 80℃; for 2h;	82%

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 1117-97-1
N,0-dimethylhydroxylamine

: 915396-55-3
(S)-2-hydroxy-3-(4-hydroxyphenyl)-N-methoxy-N-methylpropanamide

Conditions

Conditions	Yield
Stage #1: N,0-dimethylhydroxylamine With 4-methyl-morpholine In dichloromethane at 0℃; for 0.0833333h; Stage #2: (S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 14.0833h; chemoselective reaction;	79%

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 111-27-3
hexan-1-ol

: C15H22O4

Conditions

Conditions	Yield
With sulfuric acid at 80℃; for 2h;	69%

: 64-17-5
ethanol

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 267228-41-1
latifolicinin B

Conditions

Conditions	Yield
With sulfuric acid at 80℃; for 2h;	66%

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 5389-87-7
1-chloro-3,7-dimethylocta-2,6-diene

: C19H26O4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h;	64%

: 111-87-5
octanol

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: C17H26O4

Conditions

Conditions	Yield
With sulfuric acid at 80℃; for 2h;	64%

: 24163-93-7, 24163-94-8, 28290-41-7, 56881-57-3, 6874-67-5
farnesyl bromide

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: C24H34O4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h;	42%

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: methyl N2-(((R)-2-amino-4-phenylbutanoyl)-D-prolyl)-Nω-nitro-D-argininate

: methyl N2-(((2R)-2-((S)-2-hydroxy-3-(4-hydroxyphenyl)propanamido)-4-phenylbutanoyl)-L-prolyl)-Nω-nitro-D-argininate

Conditions

Conditions	Yield
With 4-methyl-morpholine; O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;	31%

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 57-13-6
urea

oidium lactis: oidium lactis

: 156-39-8
4-Hydroxyphenylpyruvic acid

...Expand

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 89919-57-3
(R)-3-(4-hydroxyphenyl)lactic acid

Conditions

Conditions	Yield
With BIS-TRIS buffer; Lactobacillus halotolerans DSM 20190 In water at 42℃; for 24h; pH=6;

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 100-44-7
benzyl chloride

: (S)-3-(4-Benzyloxy-phenyl)-2-hydroxy-propionic acid benzyl ester

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 24h; Heating;
With potassium carbonate In ethanol for 18h;

: 23508-35-2
(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 179020-04-3
4-(3-chloropropoxy)-O-phenylphenol

: 945292-58-0
(S)-2-Hydroxy-3-{4-[3-(4-phenoxy-phenoxy)-propoxy]-phenyl}-propionic acid

Conditions

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide for 3h; Heating;

(S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid Specification

The (S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid, with the CAS registry number 23508-35-2, is also known as Benzenepropanoic acid, α,4-dihydroxy-, (alphas)-. This chemical's molecular formula is C₉H₁₀O₄ and molecular weight is 182.17. What's more, its systematic name is called (2S)-2-Hydroxy-3-(4-hydroxyphenyl)propanoic acid.

Physical properties about (S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid are: (1) ACD/LogP: -0.41; (2) # of Rule of 5 Violations: 0; (3) #H bond acceptors: 4; (4) #H bond donors: 3; (5) #Freely Rotating Bonds: 5; (6) Polar Surface Area: 77.76 Å²; (7) Index of Refraction: 1.617; (8) Molar Refractivity: 45.375 cm³; (9) Molar Volume: 129.695 cm³; (10) Polarizability: 17.988 10-24cm³; (11) Surface Tension: 69.576 dyne/cm; (12) Density: 1.405 g/cm³; (13) Flash Point: 218.597 °C; (14) Enthalpy of Vaporization: 70.364 kJ/mol; (15) Boiling Point: 414.439 °C at 760 mmHg; (16) Vapour Pressure: 0 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O)[C@@H](O)Cc1ccc(O)cc1
(2) InChI: InChI=1/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)/t8-/m0/s1
(3) InChIKey: JVGVDSSUAVXRDY-QMMMGPOBBM

Product Name

(S)-3-(4-HYDROXYPHENYL)-2-HYDROXYPROPIONIC ACID

Synthetic route

(S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid Specification

Related Products

Hot Products