CAS 56613-80-0|CAS 20989-17-7|(R)-(-)-2-Phenylglycinol|(2R)-2-amino-2-phenylethanol|(2R)-2-amino-2-phenylethan-1-ol|(R)-2-氨基-2-苯乙醇|(R)-2-Amino-2-phenylethanol|D-(-)-α-Phenylglycinol|(R)-(-)-2-...

General Information

Structure

Molecular Formula

C₈H₁₁NO

Molecular Mass

137.17904

Exact Mass

137.08406398

Charge

InChI

InChI=1S/C8H11NO/c9-8(6-10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2/t8-/m0/s1

InChIKey

IJXJGQCXFSSHNL-QMMMGPOBSA-N

Canonic Smiles

OC[C@@H](c1ccccc1)N

Isomeric Smiles

C([C@H](N)c1ccccc1)O

Calculated Properties

JChem

Acid pKa

15.034467

H Acceptors

H Donor

LogD (pH = 5.5)

-2.4697678

LogD (pH = 7.4)

-1.2631787

Log P

0.4686793

Molar Refractivity

40.4939

Polarizability

16.162655

Polar Surface Area

46.25

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

(R)-(-)-2-Phenylglycinol(R)-2-氨基-2-苯乙醇(R)-2-Amino-2-phenylethanolD-(-)-α-Phenylglycinol(R)-(-)-2-苯甘氨醇L-PhenylglycinolD-Phenylglycinol(2S)-2-Amino-2-phenylethan-1-ol(2R)-2-Amino-2-phenylethan-1-olD-(-)-α-PHENYLGLYCINOLD-(-)-α-苯甘氨醇2-Amino-2-phenylethanol(R)-(-)-2-PhenylglycinolD-(-)-α-PhenylglycinolD-(-)-α-苯甘氨醇(βR)-β-Aminobenzeneethanol(-)-(R)-β-Aminobenzeneethanol[(R)-2-Hydroxy-1-phenylethyl]amine(R)-(-)-2-Phenyl-2-aminoethanolD-(-)-2-Amino-2-phenylethanolD-Phenylglycinol(R)-(-)-2-Amino-2-phenylethanol(2R)-2-Amino-2-phenylethanol(R)-(-)-2-Phenylglycinol(R)-α-Phenylglycinol(R)-2-Amino-2-phenylethanolH-D-Phg-ol(R)-(-)-2-苯基甘氨醇

IUPAC Traditional name

(2R)-2-amino-2-phenylethanol

IUPAC name

(2R)-2-amino-2-phenylethan-1-ol

Names and Identifiers

Registration numbers

MDL Number

MFCD00008062MFCD00064404

Beilstein Number

2935848

CAS Number

56613-80-020989-17-7

EC Number

260-287-5

PubChem SID

2485143124887331162035089

PubChem CID

2724025

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02151836

Crystalline

05205021

MP Biomedicals Rare Chemical collection

Sigma Aldrich

190357

Application
Amino alcohol used to prepare a chiral imine or oxazolidine from ethyl trifluoropyruvate. These intermediates were then employed in a synthesis of both enantiomers of α-trifluoromethylproline.1
Chiral β-amino alcohol used as a synthetic building block.
Packaging
5, 25 g in glass bottle

78590

Other Notes
Chiral hydroxy amine used for the resolution of acids via their amides which are mildly hydrolyzed by neighbouring-group participation 1; chiral auxiliary2,3

TRC

P327295

A chiral arylalkylamine used as organocatalysts. Used in the synthesis and chiral recognition properties of novel fluorescent chemosensors for amino acid.

Molecule Details

References

PubChem Literature

From Data Sources

• Kristensen, T. E. et al.: Eur. J. Org. Chem., 30, 5185 (2009)

• Liu, W. et al.: You. Xua., 26, 518 (2009)

• Condensation with glutaraldehyde gives a useful intermediate in asymmetric synthesis of alkaloids: Org. Synth. Coll., 9, 176 (1998):

• Starting material for the enantioselective synthesis of 2,6-disubstituted piperazines: Synthesis, 833 (1996), and for chiral ɑ-amino phosphonates: Org. Synth., 75, 19 (1997).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC Traditional name

(2R)-2-amino-2-phenylethanol

IUPAC name

(2R)-2-amino-2-phenylethan-1-ol

Registration numbers

MDL Number

MFCD00008062MFCD00064404

Beilstein Number

2935848

CAS Number

56613-80-020989-17-7

EC Number

260-287-5

PubChem SID

2485143124887331162035089

PubChem CID

Molecule Details

Crystalline

MP Biomedicals Rare Chemical collection

Sigma Aldrich

190357

78590

Other Notes
Chiral hydroxy amine used for the resolution of acids via their amides which are mildly hydrolyzed by neighbouring-group participation 1; chiral auxiliary2,3

TRC

P327295

A chiral arylalkylamine used as organocatalysts. Used in the synthesis and chiral recognition properties of novel fluorescent chemosensors for amino acid.

References

PubChem Literature

From Data Sources

• Kristensen, T. E. et al.: Eur. J. Org. Chem., 30, 5185 (2009)

• Liu, W. et al.: You. Xua., 26, 518 (2009)

• Condensation with glutaraldehyde gives a useful intermediate in asymmetric synthesis of alkaloids: Org. Synth. Coll., 9, 176 (1998):

• Starting material for the enantioselective synthesis of 2,6-disubstituted piperazines: Synthesis, 833 (1996), and for chiral ɑ-amino phosphonates: Org. Synth., 75, 19 (1997).

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:69363