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  5. N-Boc-D-phenylglycine, 99%

N-Boc-D-phenylglycine, 99%

Product Code. 11349395
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Quantity:
1 g
5 g
Unit Size:
1g
5g
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Product Code. 11349395

Brand: Thermo Scientific Alfa Aesar L18540.06

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Description

CAS: 33125-05-2 | C13H17NO4 | 251.28 g/mol

It is a reagent of choice for assignment of absolute configuration of chiral primary amines by 1H NMR, giving better results than Mosher's acid ((R)-(+)-Methoxy-(trifluoromethyl)­phenyl­acetic acid. αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is D-(+)-2-Phenylglycine with Boc protecting group. (αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is used as part of a catalyst combination to catalyze regioselective [4 + 2] cycloadditions of β-substituted cyclic enones and polyconjugated malononitriles. It can also be used to catalyze stereoselective preparation of polyfunctional nitrocyclohexene carboxaldehydes.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
It is a reagent of choice for assignment of absolute configuration of chiral primary amines by 1H NMR, giving better results than Mosher′s acid ((R)-(+)-ɑ-Methoxy-ɑ-(trifluoromethyl)­phenyl­acetic acid. αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is D-(+)-2-Phenylglycine with Boc protecting group. (αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is used as part of a catalyst combination to catalyze regioselective [4 + 2] cycloadditions of β-substituted cyclic enones and polyconjugated malononitriles. It can also be used to catalyze stereoselective preparation of polyfunctional nitrocyclohexene carboxaldehydes.

Solubility
Insoluble in water. Slightly soluble in DMSO and methanol.

Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 33125-05-2
Molecular Formula C13H17NO4
Molecular Weight (g/mol) 251.28
MDL Number MFCD00062043,MFCD00065588
InChI Key HOBFSNNENNQQIU-UHFFFAOYNA-N
Synonym boc-d-phg-oh, boc-d-phenylglycine, n-boc-d-phenylglycine, n-boc-d-2-phenylglycine, n-boc-l-phenylglycine, n-tert-butoxycarbonyl-d-2-phenylglycine, boc-d-alpha-phenylglycine, r-tert-butoxycarbonyl amino phenyl acetic acid, r-tert-butoxycarbonylamino-phenyl-acetic acid, r-2-tert-butoxycarbonyl amino-2-phenylacetic acid
PubChem CID 2755953
IUPAC Name (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylacetic acid
SMILES CC(C)(C)OC(=O)NC(C(O)=O)C1=CC=CC=C1

Specifications

Melting Point 90°C to 92°C
Beilstein 3033982
Solubility Information Insoluble in water. Slightly soluble in DMSO and methanol.
Quantity 5 g
Formula Weight 251.28
Optical Rotation −144° (c=1 in Ethanol)
Percent Purity 99%
Chemical Name or Material N-Boc-D-phenylglycine

RUO – Research Use Only

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