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Basic Information

Molecular Structure:
CAS No.:	56613-80-0
Name:	D-Plenylglycinol
Article Data:	150

Formula:	C₈H₁₁NO
Molecular Weight:	137.181
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;
EINECS:	260-287-5
Density:	1.104 g/cm³
Melting Point:	76-79 °C
Boiling Point:	261 °C at 760 mmHg
Flash Point:	125.3 °C
Solubility:	Slightly soluble in water.
Appearance:	white to light yellow crystal powder
Hazard Symbols:	C, T
Risk Codes:	34-36/37/38-23/24/25
Safety:	22-24/25-45-36/37/39-26
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;

Raw Materials

582-24-1

Downstream Products

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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