Nα-Benzyl-Nα-methyl-D-phenylalanine methyl ester hydrochloride
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Nα-Benzyl-Nα-methyl-D-phenylalanine methyl ester hydrochloride

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Category
D-Amino Acids
Catalog number
BAT-001590
CAS number
1272755-67-5
Molecular Formula
C18H21NO2·HCl
Molecular Weight
319.80
IUPAC Name
methyl (2R)-2-[benzyl(methyl)amino]-3-phenylpropanoate;hydrochloride
Synonyms
Bzl-N-Me-D-Phe-OMe HCl
Appearance
White crystalline powder
Purity
≥ 99% (HPLC)
Melting Point
135-141°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C18H21NO2.ClH/c1-19(14-16-11-7-4-8-12-16)17(18(20)21-2)13-15-9-5-3-6-10-15;/h3-12,17H,13-14H2,1-2H3;1H/t17-;/m1./s1
InChI Key
AWFWRCLCLFQZCV-UNTBIKODSA-N
Canonical SMILES
CN(CC1=CC=CC=C1)C(CC2=CC=CC=C2)C(=O)OC.Cl
2. Asymmetric Total Synthesis of Griseofamine B and Its Three Stereoisomers
Tao Sheng, Caiyun Ma, Guangyan Zhang, Xuan Pan, Zhanzhu Liu J Nat Prod. 2022 Apr 22;85(4):1128-1133. doi: 10.1021/acs.jnatprod.2c00069. Epub 2022 Mar 3.
The first total synthesis of griseofamine B is described starting from l-4-bromo tryptophan methyl ester hydrochloride via five steps and in 18% overall yield. Its three stereoisomers were also synthesized following the same procedure with the yields of 5%, 19%, and 5%, respectively. In vitro antibacterial activities were also evaluated. All four compounds exhibited less potent activity than griseofamine A.
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