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N-Boc-4-oxo-L-proline

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

A reagent used in the syntheisis of benzidine and diaminofluorene prolinamide derivatives which are highly potent HCV inhibitors.

Category

BOC-Amino Acids

Catalog number

BAT-000782

CAS number

84348-37-8

Molecular Formula

C10H15NO5

Molecular Weight

229.23

Specification
Reference Reading

IUPAC Name

(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-4-oxopyrrolidine-2-carboxylic acid

Synonyms

Boc-4-oxo-Pro-OH; (S)-1-(Tert-Butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid; N-t-boc-4-oxo-L-proline; N-tert-Boc-4-oxo-L-proline

Purity

98%

Melting Point

160 °C (dec.)

Storage

Store at 2-8 °C

InChI

InChI=1S/C10H15NO5/c1-10(2,3)16-9(15)11-5-6(12)4-7(11)8(13)14/h7H,4-5H2,1-3H3,(H,13,14)/t7-/m0/s1

InChI Key

CKYGSXRXTIKGAJ-ZETCQYMHSA-N

Canonical SMILES

CC(C)(C)OC(=O)N1CC(=O)CC1C(=O)O

1.Practical synthesis of Boc-protected cis-4-trifluoromethyl and cis-4-difluoromethyl-L- prolines.

Qiu XL1, Qing FL. J Org Chem. 2002 Oct 4;67(20):7162-4.

A short, efficient, and diastereomerically pure synthesis of N-Boc-cis-4-trifluoromethyl-L-proline (7) and N-Boc-cis-4-difluoromethyl-L-proline (9) from N-Boc-4-oxo-L-proline (4) is described. The reaction of 4 with Me(3)SiCF(3) and the conversion of the carbonyl group of 4 into the difluoromethylene group are the key steps for the synthesis of 7 and 9, respectively.