N-Boc-D-phenylglycine, 99%

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.

Specifications

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

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

Safety and Handling

Hazard Category	H315-H319-H335
Precautionary Statement	P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
TSCA	No
Recommended Storage	Keep cold

SDS

RUO – Research Use Only