(2R,3R)-BOC-dolaproine

Modify Date: 2025-08-26 21:58:11

(2R,3R)-BOC-dolaproine Structure
(2R,3R)-BOC-dolaproine structure
 Common Name (2R,3R)-BOC-dolaproine
CAS Number 120205-50-7 Molecular Weight 287.352
Density 1.1±0.1 g/cm3 Boiling Point 397.8±17.0 °C at 760 mmHg
Molecular Formula C14H25NO5 Melting Point N/A
MSDS N/A Flash Point 194.4±20.9 °C

 Use of (2R,3R)-BOC-dolaproine


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].

 Names

Name (2R,3R)-3-((S)-1-(tert-Butoxycarbonyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropanoic acid
Synonym More Synonyms

 (2R,3R)-BOC-dolaproine 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
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
InChIKey LNEHHTWYEBGHBY-OUAUKWLOSA-N
SMILES COC(C(C)C(=O)O)C1CCCN1C(=O)OC(C)(C)C

 Synthetic Route

 Synonyms

(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
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