CAS 5267-64-1|D-Phenylalaninol|(2R)-2-Amino-3-phenylpropan-1-ol|(2R)-2-Amino-1-hydroxy-3-phenylpropane|(R)-2-amino-3-phenylpropanol|(2R)-2-amino-3-phenylpropan-1-ol|(R)-2-Amino-3-phenyl-propan-1-ol|...

General Information

Structure

Molecular Formula

C₉H₁₃NO

Molecular Mass

151.20562

Exact Mass

151.09971404

Charge

InChI

InChI=1S/C9H13NO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-5,9,11H,6-7,10H2/t9-/m1/s1

InChIKey

STVVMTBJNDTZBF-SECBINFHSA-N

Canonic Smiles

OC[C@@H](Cc1ccccc1)N

Isomeric Smiles

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

Calculated Properties

JChem

Acid pKa

15.116403

H Acceptors

H Donor

LogD (pH = 5.5)

-2.221748

LogD (pH = 7.4)

-1.2180183

Log P

0.7573405

Molar Refractivity

45.2489

Polarizability

17.932344

Polar Surface Area

46.25

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

(2R)-2-Amino-3-phenylpropan-1-olD-Phenylalaninol(2R)-2-Amino-1-hydroxy-3-phenylpropane(R)-2-Amino-3-phenyl-propan-1-ol(R)-(+)-2-Amino-3-phenyl-1-propanolD-苯丙氨醇(R)-2-Amino-3-phenyl-1-propanolH-D-Phe-ol(R)-(+)-2-氨基-3-苯基-1-丙醇(R)-2-氨基-3-苯基-1-丙醇D-苯丙氨醇D-Phenylalaninol(R)-(+)-2-Amino-3-phenyl-1-propanol(R)-2-Benzylethanolamine(R)-2-Amino-1-hydroxy-3-phenylpropaneD-2-Amino-3-phenyl-1-propanolD-Phenylalaninol(βR)-β-Amino-benzenepropanol((1R)-1-Hydroxymethyl-2-phenylethyl)amine(R)-(+)-2-Amino-3-phenyl-1-glycinol(2R)-2-Amino-3-phenyl-1-propanol(R)-2-Amino-3-phenylpropan-1-ol

IUPAC name

(2R)-2-amino-3-phenylpropan-1-ol

IUPAC Traditional name

(R)-2-amino-3-phenylpropanol

Names and Identifiers

Registration numbers

MDL Number

Beilstein Number

EC Number

CAS Number

PubChem SID

2488725916098259824857160

PubChem CID

853475

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

284491

Packaging
1, 5 g in glass bottle

78115

Other Notes
Chiral β-amino alcohol; oxidation of the N-protected compound to the aldehyde1; Resolving agent for acids and aldehydes2,3; The corresponding oxazolidinone is used as auxiliary in stereocontrolled aldol and alkylation reactions4,5

TRC

P319515

Enantiomer of L-Phenylalaninol, an inhibitor of intestinal Phenylalanine absorption.

Molecule Details

References

PubChem Literature

From Data Sources

• Myllymaki, M., et al.: Eur. J. Med. Chem., 44, 4179 (2009)

• Whitby, L., et al.; Bioorg. Med. Chem. Lett., 19, 3771 (2009)

• Has been used as a chiral auxiliary for asymmetric Michael reactions: J. Org. Chem., 50, 3863 (1985).

References

Bioactivity