Z-N-Methyl-D-valine

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Cat Number

INT53978737

CAS Number

53978-73-7

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Product Detail Description Customer Q&A

CAS Number

53978-73-7

Storage

2-8℃

Synonyms

(R)-2-((benzyloxycarbonyl)(methyl)amino)-3-methylbutanoic acid;Cbz-N-Methyl-D-Valine;N-Methyl-N-Cbz-D-valine;N-Methyl-N-[(phenylmethoxy)carbonyl]-D-valine

Molecular Formula

C14H19NO4

Molecular Weight

265.3

Smiles

CC(C)[C@H](C(=O)O)N(C)C(=O)OCC1=CC=CC=C1

Appearance

White to off-white solid

Boiling Point

407.1℃

Relative Density

1.17

pKa

4.01

General Description

Z-N-Methyl-D-valine is an N-protected and N-methylated D-valine derivative, utilizing the carbobenzyloxy (Z) group for nitrogen shielding.

Mechanism of Action

It serves as a building block for solution-phase synthesis. The Z-protection is particularly useful when catalytic hydrogenation is the preferred method for deprotection, and the N-methyl group enhances the hydrophobic profile of the resulting molecule.

Application

It is utilized in the synthesis of depsipeptides and other complex natural product analogs used in anticancer and antibiotic research.