(3R)-Phenylpyrrolidine-1,(2S)-dicarboxylic Acid 1-tert-butyl Ester - CAS 123724-21-0

Catalog:	BB058190
Product Name:	(3R)-Phenylpyrrolidine-1,(2S)-dicarboxylic Acid 1-tert-butyl Ester
CAS:	123724-21-0
Synonyms:	(2S-trans)-3-phenyl-1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) Ester; (2S,3R)-3-phenyl-1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) Ester

Technical Data

IUPAC Name:	(2S,3R)-1-[(2-methylpropan-2-yl)oxycarbonyl]-3-phenylpyrrolidine-2-carboxylic acid
Description:	(3R)-Phenylpyrrolidine-1,(2S)-dicarboxylic Acid 1-tert-butyl Ester is used in the synthesis of 3-substituted pyroglutamic acids and prolines via asymmetric Michael addition reactions between Ni(II)-complexes of glycine Schiff bases and chiral (alkenoyl)(phenyl)oxazolidinones.
Molecular Weight:	291.34
Molecular Formula:	C16H21NO4
Canonical SMILES:	CC(C)(C)OC(=O)N1CCC(C1C(=O)O)C2=CC=CC=C2
InChI:	InChI=1S/C16H21NO4/c1-16(2,3)21-15(20)17-10-9-12(13(17)14(18)19)11-7-5-4-6-8-11/h4-8,12-13H,9-10H2,1-3H3,(H,18,19)/t12-,13+/m1/s1
InChI Key:	LNVFMMJOXRYVKX-OLZOCXBDSA-N
References:	Soloshonok, V.A.; et al. J. Org. Chem, 69, 4984 (2004).

Complexity:	396
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	2
Defined Bond Stereocenter Count:	0
Exact Mass:	291.14705815
Formal Charge:	0
Heavy Atom Count:	21
Hydrogen Bond Acceptor Count:	4
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	291.14705815
Rotatable Bond Count:	4
Topological Polar Surface Area:	66.8Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	2.6