(2R,3R)-BOC-dolaproine

Names

[ CAS No. ]:
120205-50-7

[ Name ]:
(2R,3R)-BOC-dolaproine

[Synonym ]:
(2R,3R)-3-Methoxy-2-methyl-3-[(2S)-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-2-pyrrolidinyl]propanoic acid
2-Pyrrolidinepropanoic acid, 1-[(1,1-dimethylethoxy)carbonyl]-β-methoxy-α-methyl-, (αR,βR,2S)-
(2R,3R)-3-methoxy-2-methyl-3-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidin-2-yl]propanoic acid
((2R,3R)-3-((S)-1-(tertbutoxycarbonyl)pyrrolidin-2-yl)-3-Methoxy-2-Methylpropanoic acid

Biological Activity

[Description]:

N-Boc-dolaproine (Dap) is the amino acid residue of the pentapeptide Dolastatin 10 (HY-15580). Dolastatin 10 inhibits tubulin polymerization and mitosis and has anticancer activity[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[References]

[1]. Almeida W P, et al. An easy and stereoselective synthesis of N-Boc-dolaproine via the Baylis–Hillman reaction[J]. Tetrahedron letters, 2003, 44(5): 937-940.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
397.8±17.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₄H₂₅NO₅

[ Molecular Weight ]:
287.352

[ Flash Point ]:
194.4±20.9 °C

[ Exact Mass ]:
287.173279

[ PSA ]:
76.07000

[ LogP ]:
1.36

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.490

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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