Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

190357

Sigma-Aldrich

(R)-(−)-2-Phenylglycinol

98%, for peptide synthesis

Synonym(s):

(R)-2-Amino-2-phenylethanol, D-(−)-α-Phenylglycinol

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
C6H5CH(NH2)CH2OH
CAS Number:
56613-80-0
Molecular Weight:
137.18
Beilstein:
2935848
EC Number:
260-287-5
MDL number:
MFCD00008062
UNSPSC Code:
12352209
PubChem Substance ID:
24851431
NACRES:
NA.22

product name

(R)-(−)-2-Phenylglycinol, 98%

Quality Level

100

Assay

98%

optical activity

[α]24/D −31.7°, c = 0.76 in 1 M HCl

optical purity

ee: 99% (GLC)

reaction suitability

reaction type: solution phase peptide synthesis

mp

75-77 °C (lit.)

application(s)

peptide synthesis

SMILES string

N[C@@H](CO)c1ccccc1

InChI

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

InChI key

IJXJGQCXFSSHNL-QMMMGPOBSA-N

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.
Chiral β−amino alcohol used as a synthetic building block.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBK5657
STBH9185
STBH0838
STBG2103V
STBG0400V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

(R)-(−)-Leucinol 98%

Sigma-Aldrich

298417

(R)-(−)-Leucinol

Tetrahedron Letters, 45, 5287-5287 (2004)
Amedjkouh, M.; Westerlund, K.
Tetrahedron Letters, 45, 5175-5175 (2004)
Grégory Chaume et al.
Organic letters, 8(26), 6123-6126 (2006-12-15)
[Structure: see text] A concise synthesis of both enantiomers of alpha-Tfm-proline and (S)-alpha-Tfm-prolinol from ethyl trifluoropyruvate is reported. The key step is a diastereoselective allylation reaction of ethyl trifluoropyruvate and (R)-phenylglycinol-based oxazolidines or imine. The lactone obtained by cyclization of

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service