Boc-3,4-dichloro-D-phenylalanine
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Boc-3,4-dichloro-D-phenylalanine

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Boc-3,4-dichloro-D-phenylalanine is used to prepare fluorinated β-aminoacyl 1,2,4-triazolo[4,3-a]piperazine amides as dipeptidyl peptidase IV inhibitors and antidiabetic agents. It is also used in the synthesis of N-[(R,R)-(E)-1-(3,4-dichlorobenzyl)-3-(2-oxoazepan-3-yl)carbamoyl]allyl-N-methyl-3,5-bis(trifluoromethyl)benzamide as a potent and orally active dual neurokinin NK1/NK2 receptor antagonist.

Category
BOC-Amino Acids
Catalog number
BAT-007975
CAS number
114873-13-1
Molecular Formula
C14H17Cl2NO4
Molecular Weight
334.20
Boc-3,4-dichloro-D-phenylalanine
IUPAC Name
(2R)-3-(3,4-dichlorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Synonyms
Boc-D-Phe(3,4-DiCl)-OH; Boc-D-Phe(3,4-Cl2)-OH; (R)-Boc-2-amino-3-(3,4-dichlorophenyl)propionic acid; Boc-D-Phe(3,4-Cl2)-OH; (R)-2-((tert-Butoxycarbonyl)amino)-3-(3,4-dichlorophenyl)propanoic acid; D-Phenylalanine, 3,4-dichloro-N-[(1,1-dimethylethoxy)carbonyl]-; Boc-D-3,4-Dichlorophenylalanine; AK162594; N-BOC-3,4-DICHLORO-D-PHENYLALANINE
Appearance
White to off-white powder
Purity
≥ 98% (HPLC)
Density
1.386 g/cm3 (Predicted)
Melting Point
120-124 °C
Boiling Point
478.1±45.0 °C (Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C14H17Cl2NO4/c1-14(2,3)21-13(20)17-11(12(18)19)7-8-4-5-9(15)10(16)6-8/h4-6,11H,7H2,1-3H3,(H,17,20)(H,18,19)/t11-/m1/s1
InChI Key
UGZIQCCPEDCGGN-LLVKDONJSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC(=C(C=C1)Cl)Cl)C(=O)O
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