BOC-LEU-PRO-OH synthesis
- Product Name:BOC-LEU-PRO-OH
- CAS Number:64205-66-9
- Molecular formula:C16H28N2O5
- Molecular Weight:328.4
![L-Proline, N-[(1,1-dimethylethoxy)carbonyl]-L-leucyl-, methyl ester](/CAS/20210305/GIF/68624-06-6.gif)
68624-06-6
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64205-66-9
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Yield:64205-66-9 100%
Reaction Conditions:
with lithium hydroxide monohydrate in tetrahydrofuran;methanol;water; for 0.5 h;
Steps:
(S)-Methyl 2-((S)-1-((S)-2-(tert-butoxycarbonylamino)-4-methylpentanoyl)pyrrolidine-2-carboxamido)-4-methylpentanoate (S3)
The compound S2 (1.63 g, 4.75 mmol) was taken with THF (70 ml) and MeOH (7 ml). A solution of LiOH.H2O (2.00 g, 47.51 mmol) in H2O (31 ml) was added dropwise ultimately attaining a molarity of 1.5M. The reaction mixture was stirred for about 30 min. The solvent was removed, acidified to pH 4 at 0 °C, extracted with ethyl acetate. The organic layer was washed with water and brine to yield the acid (1.56 g, 4.75 mmol) in quantitative yield.
References:
Ghosh, Keshab Ch;Duttagupta, Indranil;Bose, Chandra;Banerjee, Priyanjalee;Gayen, Anuran Kumar;Sinha, Surajit [Synthetic Communications,2019,vol. 49,# 2,p. 221 - 236] Location in patent:supporting information
![L-Proline, N-[(1,1-dimethylethoxy)carbonyl]-L-leucyl-, phenylmethyl ester](/CAS/20210111/GIF/83610-44-0.gif)
83610-44-0
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![L-Proline, 1-[N-[(1,1-dimethylethoxy)carbonyl]-L-leucyl]-, 2,2,2-trichloroethyl ester (9CI)](/CAS/20210305/GIF/113317-89-8.gif)
113317-89-8
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64205-66-9
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16652-71-4
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64205-66-9
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![L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-, 2-phenylhydrazide](/CAS/20210305/GIF/17790-87-3.gif)
17790-87-3
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64205-66-9
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