D-Plenylglycinol supplier | CasNO.56613-80-0

Name
D-Plenylglycinol
EINECS 260-287-5
CAS No. 56613-80-0
Article Data150
CAS DataBase
Density 1.104 g/cm³
Solubility Slightly soluble in water.
Melting Point 76-79 °C
Formula C₈H₁₁NO
Boiling Point 261 °C at 760 mmHg
Molecular Weight 137.181
Flash Point 125.3 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 22-24/25-45-36/37/39-26
Risk Codes 34-36/37/38-23/24/25
Molecular Structure
Hazard Symbols C, T
Synonyms Benzeneethanol,b-amino-, (R)-;(-)-(R)-b-Aminobenzeneethanol;(-)-2-Amino-2-phenylethanol;(-)-Phenylglycinol;(2R)-2-Amino-2-phenylethanol;(R)-(-)-2-Amino-2-phenylethanol;(R)-(-)-2-Phenyl-2-aminoethanol;(R)-(-)-2-Phenylglycinol;(R)-(-)-Phenylglycinol;(R)-2-Amino-2-phenylethanol;(R)-2-Phenylglycinol;(R)-Phenylglycinol;(R)-a-Phenylglycinol;(bR)-b-Aminobenzeneethanol;D-(-)-2-Amino-2-phenylethanol;D-(-)-a-Phenylglycinol;D-a-Phenylglycinol;R-(-)-a-Phenylglycinol;[(R)-2-Hydroxy-1-phenylethyl]amine;R(-)-2-Phenylglycinol;D-Phg-ol;
PSA 46.25000
LogP 1.37900

Synthetic route

: 1175712-18-1, 1175712-19-2
N-[(1R)-2-hydroxy-1-phenylethyl]-N-[(1S)-1-(tributylstannyl)but-3-en-1-yl]benzenesulfonamide

A: 56613-80-0
(R)-Phenylglycinol

B: 813-19-4
bis(tri-n-butyltin)

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate In acetonitrile Inert atmosphere; Electrolysis;	A 96% B n/a

: 875-74-1
(R)-phenylglycine

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
Stage #1: (R)-phenylglycine With sodium tetrahydroborate; iodine In tetrahydrofuran at 64℃; for 18h; Stage #2: With methanol In tetrahydrofuran at 20℃;	94%
With lithium borohydride; chloro-trimethyl-silane In tetrahydrofuran at 0 - 20℃; for 49h;	93%
With lithium aluminium tetrahydride In tetrahydrofuran for 20h; Heating;	92%

: 126923-26-0
(R)-2-azido-2-phenylethan-1-ol

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
With water; triphenylphosphine In tetrahydrofuran at 70℃; Staudinger Azide Reduction;	92%
With hydrogen; palladium on activated charcoal

: 78761-26-9
N-((1R)-2-hydroxy-1-phenylethyl)acetamide

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
Stage #1: N-[(1R)-2-hydroxy-1-phenylethyl]acetamide With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.0666667h; Inert atmosphere; Stage #2: With water In tetrahydrofuran Inert atmosphere;	89%

: 87319-84-4
(1'R,3R)-3-Hydroxy-N-(2-hydroxy-1-phenylethyl)-4-methylpentanamid

A: 56613-80-0
(R)-Phenylglycinol

B: 77981-87-4
(R)-3-hydroxy-4-methylpentanoic acid

C: 63674-22-6
(3S)-3-hydroxy-4-methylpentanoic acid

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water for 15h; Heating;	A n/a B 88% C n/a

...Expand

: 87319-85-5
(1'R,3S)-3-Hydroxy-N-(2-hydroxy-1-phenylethyl)-hexanamid

A: 77877-35-1
(-)-(3R)-3-hydroxyhexanoic acid

B: 66997-60-2
(+)-(3S)-3-hydroxyhexanoic acid

C: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water for 15h; Heating;	A n/a B 86% C n/a

...Expand

: 39251-40-6
(R)-amino-phenyl-acetic acid ethyl ester

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride
With methanol; nickel at 40℃; under 110326 Torr; Hydrogenation;

: 14231-57-3
(R)-N-benzyl-2-phenylglycinol

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
With hydrogen; palladium dichloride In methanol for 1h;

: 134356-93-7
(1R,2R,5R)-3-[(E)-(R)-2-Hydroxy-1-phenyl-ethylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
With hydroxylamine acetate In ethanol for 20h; Ambient temperature; Yield given;

: 4427-92-3, 90971-11-2, 129097-94-5, 90970-80-2
(4S)-4-phenyl[1,3]dioxolan-2-one

A: 56613-81-1
(S)-2-Amino-1-phenyl-1-ethanol

B: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
With hydrogenchloride; sodium azide; water; hydrogen; palladium on activated charcoal 1.) DMF, 70 deg C, 48 h; 2.) ethanol, r.t.; Yield given. Multistep reaction;

: 2935-35-5
(S)-2-phenylglycine

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
With lithium borohydride; sulfuric acid In tetrahydrofuran for 24h; Ambient temperature;

: 102089-74-7, 117049-14-6, 138457-46-2, 67341-01-9
tert-butyl 2-hydroxy-1-phenylethylcarbamate

A: 56613-80-0
(R)-Phenylglycinol

B: 20989-17-7
(2S)-2-phenylglycinol

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane for 1h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 67-56-1
methanol

: 39251-40-6
(R)-amino-phenyl-acetic acid ethyl ester

Raney nickel: Raney nickel

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
at 40℃; under 110326 Torr; Hydrogenation;

...Expand

N-<(R)-2-hydroxy-1-phenyl-ethyl>-benzamide: N-<(R)-2-hydroxy-1-phenyl-ethyl>-benzamide

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
With ethanol; palladium Hydrogenation;

: 67341-01-9, 117049-14-6, 138457-46-2, 102089-74-7
(R)-N-(tert-butoxycarbonyl)phenylglycinol

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran for 48h; BOC-deprotection;

: 342651-76-7
(RS,1R)-2-methylpropane-2-sulfinic acid [1-((tert-butyldimethylsilanyloxy)methyl)-1-phenylethyl]amide

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; methanol at 20℃; for 0.5h;

: 131934-09-3, 135765-81-0, 712-41-4
ethyl 2-(hydroxyimino)-2-phenylacetate

A: 56613-80-0
(R)-Phenylglycinol

B O=CH(CH2)5NHCOO-Wang-polystyrene: O=CH(CH2)5NHCOO-Wang-polystyrene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 85 percent / NaBH4; I2 / tetrahydrofuran / 4 h / Heating 2.1: dibenzoyl-L-tartaric acid / acetone / 6 h / 25 °C 2.2: aq. KOH / CH2Cl2 View Scheme

: 350479-90-2
(S,E)-N-benzylidene-4-methylbenzenesulfinamide

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 98 percent / i-Pr2NH; BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C 2: 95 percent / TFA / methanol / 15 h / 20 °C 3: 91 percent / Et3N / acetonitrile / 15 h / 20 °C 4: sym-collidine; TFAA / acetonitrile / 0.25 h / 0 °C 5: 1N HCl / tetrahydrofuran / 48 h View Scheme
Multi-step reaction with 5 steps 1: i-Pr2NH; BuLi / tetrahydrofuran; hexane / 0 °C 2: 95 percent / TFA / methanol / 15 h / 20 °C 3: 91 percent / Et3N / acetonitrile / 15 h / 20 °C 4: sym-collidine; TFAA / acetonitrile / 0.25 h / 0 °C 5: 1N HCl / tetrahydrofuran / 48 h View Scheme

: 280128-39-4
(1R,RS)-1-phenyl-2-p-tolylsulfinylethylamine

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 91 percent / Et3N / acetonitrile / 15 h / 20 °C 2: sym-collidine; TFAA / acetonitrile / 0.25 h / 0 °C 3: 1N HCl / tetrahydrofuran / 48 h View Scheme

: 280128-43-0
tert-butyl N-[(1R,RS)-1-phenyl-2-p-tolylsulfinylethyl]carbamate

: 56613-80-0
(R)-Phenylglycinol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sym-collidine; TFAA / acetonitrile / 0.25 h / 0 °C 2: 1N HCl / tetrahydrofuran / 48 h View Scheme

: 98-01-1
furfural

: 56613-80-0
(R)-Phenylglycinol

: 139437-47-1
(R)-2-{[1-Furan-2-yl-meth-(E)-ylidene]-amino}-2-phenyl-ethanol

Conditions

Conditions	Yield
With magnesium sulfate In dichloromethane at 20℃; for 12h;	100%
In benzene Heating;	88%
In benzene Heating;	85%
With magnesium sulfate In dichloromethane
In toluene Condensation; Heating;

: 498-62-4
3-thiophene carboxaldehyde

: 56613-80-0
(R)-Phenylglycinol

: 139437-49-3
(R)-2-Phenyl-2-{[1-thiophen-3-yl-meth-(E)-ylidene]-amino}-ethanol

Conditions

Conditions	Yield
With magnesium sulfate In dichloromethane at 20℃; for 12h;	100%
In benzene Heating;	92%

: 4079-52-1
methoxymethyl phenyl ketone

: 56613-80-0
(R)-Phenylglycinol

: 103621-11-0, 103621-12-1
(R)-2,4-diphenyl-2-(methoxymethyl)-1,3-oxazolidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 72h; Heating;	100%

: 13122-67-3
4-oxo-6-phenylhexanoic acid

: 56613-80-0
(R)-Phenylglycinol

: 675589-40-9
(3R,7aS)-3-phenyl-7a-(2-phenylethyl)-2,3,7,7a-tetrahydropyrrolo[2,1-b]oxazol-5-one

Conditions

Conditions	Yield
In toluene for 36h; Reflux;	100%
In toluene at 130℃; for 36h;	99%
Heating;	77%
In toluene Heating;	76.5%

: 56613-80-0
(R)-Phenylglycinol

: 100-52-7
benzaldehyde

: 153924-63-1
β-[(phenylmethylene)amino]-[R-(E)-]-benzeneethanol

Conditions

Conditions	Yield
With magnesium sulfate In dichloromethane at 20℃; for 12h;	100%
In benzene for 4h; Heating;	94%
In benzene for 3h; Heating;	94%

: 35086-79-4, 95602-71-4
cinnamoyl chloride

: 56613-80-0
(R)-Phenylglycinol

: 185761-28-8
(E)-3-(4-Chloro-phenyl)-N-((R)-2-hydroxy-1-phenyl-ethyl)-acrylamide

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane Ambient temperature;	100%

: 500-22-1
3-pyridinecarboxaldehyde

: 56613-80-0
(R)-Phenylglycinol

: C14H14N2O

Conditions

Conditions	Yield
With magnesium sulfate In dichloromethane at 20℃; for 12h;	100%

: 872-85-5
pyridine-4-carbaldehyde

: 56613-80-0
(R)-Phenylglycinol

: C14H14N2O

Conditions

Conditions	Yield
With magnesium sulfate In dichloromethane at 20℃; for 12h;	100%

: 56613-80-0
(R)-Phenylglycinol

: 1018435-02-3
(1,1-difluoroprop-1-en-2-yloxy)trimethylsilane

: 1018434-46-2
(E)-2,2-difluoro-1-methylethylidene((1R)-2-trimethylsilyloxy-1-phenylethyl)amine

Conditions

Conditions	Yield
In diethyl ether	100%

: 56613-80-0
(R)-Phenylglycinol

: 292638-85-8
acrylic acid methyl ester

: 1174637-67-2
C12H17NO3

Conditions

Conditions	Yield
In methanol Michael addition;	100%
In methanol for 3h; Reflux;

: C44H48N4O4(2+)*2Cl(1-)

: 56613-80-0
(R)-Phenylglycinol

: C60H66N6O4(2+)*2Cl(1-)

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 20h; Inert atmosphere;	100%

: 56613-80-0
(R)-Phenylglycinol

: 3320-86-3
2-nitrophenyl isocyanate

: N-[(1R)-2-Hydroxy-1-phenylethyl]-N'-(2-nitrophenyl)urea

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 1h;	100%

: 56613-80-0
(R)-Phenylglycinol

: 107-02-8
acrolein

: (3R,9R)-3,9-diphenyldi[1,3]oxazolidino[3,2-a:3',2'-e][1,5]diazacyclooctane

Conditions

Conditions	Yield
In chloroform at 20℃;	100%
In chloroform at 20℃; for 0.0833333h;

: 24424-99-5
di-tert-butyl dicarbonate

: 56613-80-0
(R)-Phenylglycinol

: 67341-01-9, 117049-14-6, 138457-46-2, 102089-74-7
(R)-N-(tert-butoxycarbonyl)phenylglycinol

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃;	99%
With triethylamine In tetrahydrofuran at 0℃; for 3h;	99%
With triethylamine In tetrahydrofuran at 0℃; for 3h; Inert atmosphere;	99%

: 56613-80-0
(R)-Phenylglycinol

: 79-04-9
chloroacetyl chloride

: 94193-77-8
(R)-2-chloro-N-(2-hydroxy-1-phenylethyl)acetamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 25℃;	99%
With sodium hydroxide In dichloromethane; water at 0℃; for 1.5h;	76%
With triethylamine In tetrahydrofuran; ethanol for 10h;	64%
With triethylamine In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere;	3.54 g

: 2426-02-0
3,4,5,6-Tetrahydrophthalic anhydride

: 56613-80-0
(R)-Phenylglycinol

: 938082-20-3
2-[(1R)-2-hydroxy-1-phenylethyl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
In toluene for 3h; Heating;	99%
In toluene Heating;	97%

: 56613-80-0
(R)-Phenylglycinol

: 115-80-0
Triethyl orthopropionate

: 205178-47-8
(4R)-2-ethyl-4-phenyl-2-oxazoline

Conditions

Conditions	Yield
With acetic acid In 1,2-dichloro-ethane for 2h; Cyclization; Heating;	99%

: 6092-54-2
n-hexyl chloroformate

: 56613-80-0
(R)-Phenylglycinol

: 532986-19-9
hexyl (1R)-2-hydroxy-1-phenylethylcarbamate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In 1,4-dioxane at 0℃; for 2h;	99%

: 56613-80-0
(R)-Phenylglycinol

: 2528-61-2
Heptanoic acid chloride

: 532986-14-4
N-[(1R)-2-hydroxy-1-phenylethyl]heptanamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In 1,4-dioxane at 0℃; for 2h;	99%

: 634-47-9
2-chloro-4-methylquinoline

: 56613-80-0
(R)-Phenylglycinol

: (R)-N-(4-methyl-2-quinolyl)-phenylglycinol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 130℃; for 46h;	99%

: 17754-90-4
4-(Diethylamino)salicylaldehyde

: 56613-80-0
(R)-Phenylglycinol

: (E)-5-diethylamino-2-[(2-hydroxy-(1R)-phenylethylimino)methyl]phenol

Conditions

Conditions	Yield
In toluene for 8h; Heating;	99%
In ethanol for 1h; Heating;	95%

D-Plenylglycinol Specification

The CAS registry number of D-Plenylglycinol is 56613-80-0. Its EINECS registry number is 260-287-5. The systematic name is (2R)-2-amino-2-phenylethanol. In addition, the molecular formula is C₈H₁₁NO. It is a kind of white to light yellow crystal powder and belongs to the classes of Pharmaceutical Intermediates; Alcohols and Derivatives. What's more, it should be stored in sealed container, and put in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 0.42; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.6; (4)ACD/LogD (pH 7.4): -1.45; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 12.47 Å²; (13)Index of Refraction: 1.572; (14)Molar Refractivity: 40.87 cm³; (15)Molar Volume: 124.1 cm³; (16)Polarizability: 16.2 ×10^-24cm³; (17)Surface Tension: 48.8 dyne/cm; (18)Density: 1.104 g/cm³; (19)Flash Point: 125.3 °C; (20)Enthalpy of Vaporization: 52.69 kJ/mol; (21)Boiling Point: 261 °C at 760 mmHg; (22)Vapour Pressure: 0.00601 mmHg at 25°C.

Preparation of D-Plenylglycinol: it can be prepared by (R)-amino-phenyl-acetic acid. This reaction will need reagents LiBH₄ and trimethylsilyl chloride, and solvent tetrahydrofuran. The reaction time is 49 hours at reaction temperature of 0-20 °C. The yield is about 93%.

D-Plenylglycinol can be prepared by (R)-amino-phenyl-acetic acid

Uses of D-Plenylglycinol: it can react with iodomethane to get (R)-2-methoxy-1-phenylethylamine. This reaction is a kind of etherification reaction. The reaction will need reagent NaH and solvent tetrahydrofuran. The reaction time is 1 hour by heating.

D-Plenylglycinol can react with iodomethane to get (R)-2-methoxy-1-phenylethylamine

When you are using this chemical, please be cautious about it as the following:
This chemical can cause burns. It is irritating to eyes, respiratory system and skin. And it is toxic by inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In addition, you should not breathe dust. Moreover, in case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: OC[C@H](N)c1ccccc1
(2)InChI: InChI=1/C8H11NO/c9-8(6-10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2/t8-/m0/s1
(3)InChIKey: IJXJGQCXFSSHNL-QMMMGPOBBC

Product Name

D-Plenylglycinol

Synthetic route

D-Plenylglycinol Specification

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