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457760

Sigma-Aldrich

(R)-(−)-N-Benzyl-2-phenylglycinol

98%

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About This Item

Linear Formula:
C6H5CH2NHCH(C6H5)CH2OH
CAS Number:
14231-57-3
Molecular Weight:
227.30
MDL number:
MFCD00674035
UNSPSC Code:
12352200
PubChem Substance ID:
24869393

Assay

98%

optical activity

[α]21/D −80°, c = 0.85 in ethanol

reaction suitability

reaction type: solution phase peptide synthesis

bp

87-90 °C (lit.)

application(s)

peptide synthesis

SMILES string

OC[C@H](NCc1ccccc1)c2ccccc2

InChI

1S/C15H17NO/c17-12-15(14-9-5-2-6-10-14)16-11-13-7-3-1-4-8-13/h1-10,15-17H,11-12H2/t15-/m0/s1

InChI key

FTFBWZQHBTVPEO-HNNXBMFYSA-N

Application

Used for the asymmetric synthesis of α-amino phosphonic acids. Starting material for a practical route to optically pure β-substituted amines.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

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Certificates of Analysis (COA)

Lot/Batch Number
01314HH
10031JQ
19010LA

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Micouin, L. et al.
Tetrahedron Letters, 35, 7223-7223 (1994)
Catherine Maury et al.
The Journal of organic chemistry, 61(11), 3687-3693 (1996-05-31)
A simple and general asymmetric synthesis of alpha-amino phosphonic acids is described. The method involves the highly selective addition of trialkyl phosphite onto various chiral oxazolidines. Oxazaphosphorinanes thus obtained with an excellent diastereoselectivity furnish the corresponding (S)-alpha-substituted amino phosphonic acids

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