Carbamic acid, (3-methyl-3-pyrrolidinyl)-, 1,1-dimethylethyl ester, (-)- (9CI) synthesis

5synthesis methods

Product Name:Carbamic acid, (3-methyl-3-pyrrolidinyl)-, 1,1-dimethylethyl ester, (-)- (9CI)
CAS Number:167888-17-7
Molecular formula:C10H20N2O2
Molecular Weight:0

1-(Benzyloxycarbonyl)-3-(N-tert-butoxycarbonylamino)-3-methylpyrrolidine

927389-50-2
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Carbamic acid, (3-methyl-3-pyrrolidinyl)-, 1,1-dimethylethyl ester, (-)- (9CI)

167888-17-7
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Yield:167888-17-7 96%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol; under 760.051 Torr; for 1 h;

Steps:

D.E

[00257] Step E: Benzyl 3-(tert-butoxycarbonylamino)-3-methylpyrrolidine-l-carboxylate(2.00 g, 5.98 mmol) and 10% Pd/C (0.32 g, 0.30 mmol) in MeOH (20 mL) were stirred under 1 atmosphere of H₂ for 1 hour. The catalyst was removed by filtration and washed with methanol. The filtrate was concentrated to give tert-butyl S-methylpyrrolidin-S-ylcarbamate (1.15 g, 96%) as a solid.

References:

WO2009/140320,2009,A1 Location in patent:Page/Page column 74-75

96567-93-0
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References

N-(1-benzyl-3-methylpyrrolidin-3-yl)acetamide

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References

Methyl 1-Cbz-3-methylpyrrolidine-3-carboxylate

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912444-75-8 Synthesis

1-benzyl 3-Methyl pyrrolidine-1,3-dicarboxylate

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References