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N-Boc-dolaproine (120205-50-7)

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N-Boc-dolaproine (120205-50-7) video




N-Boc-dolaproine (120205-50-7) basic Characters


Name: N-Boc-dolaproine
CAS: 120205-50-7
Molecular Formula: C14H25NO5
Molecular Weight: 287.352
Melt Point: 182 °C (dec.)
Storage Temp: 4°C, store under nitrogen
Color: White



N-Boc-dolaproine (CAS 120205-50-7) usage in steroids cycle



Product Name:(2R,3R)-3-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)- 3-methoxy-2-methylpropanoic acid, (2R,3R)-BOC-dolaproine
Synonyms: ((2R,3R)-3-((S)-1-(tertbutoxycarbonyl)pyrrolidin-2-yl)-3-Methoxy-2-Methylpropanoic acid;Dolproline;N-Boc-dolaproline;(2R,3R)-BOC-dolaproine;N-Boc-dolaproine (CAS 120205-50-7); (2R,3R)-3-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-3-Methoxy-2-Methylpropanoic acid (DAP);N-Boc-dolaproline acid;N-Boc-Dolaproline (K salt) (N-Boc-DAP-K salt) (free acid)


N-Boc-dolaproine (CAS 120205-50-7) Usage

(2R,3R)-BOC-dolaproine is an β-methoxy-γ-amino acid component of dolastatin 10, an antineoplastic agent.

3. Warning on N-Boc-dolaproine
For research used only

4.Further instructions:
An easy and stereoselective synthesis of N-Boc-dolaproine via the Baylis–Hillman reaction
In this communication we report a stereoselective total synthesis of N-Boc-dolaproine (CAS 120205-50-7) (Dap), an amino acid residue of the antineoplastic pentapeptide Dolastatin 10. Our strategy is based on a Baylis–Hillman reaction between N-Boc-prolinal and methyl acrylate, followed by a diastereoselective double bond hydrogenation and hydrolysis of the ester function.

A simple and stereoselective approach for the total synthesis of N-Boc-dolaproine is described. The synthesis is based on the utilization of a Baylis–Hillman reaction and was accomplished in four steps with an overall yield of 27%.



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