(R)-N-1-BOC-4-CBZ-2-PIPERAZINECARBOXYLIC ACID METHYL ESTER synthesis

4synthesis methods

Product Name:(R)-N-1-BOC-4-CBZ-2-PIPERAZINECARBOXYLIC ACID METHYL ESTER
CAS Number:278790-00-4
Molecular formula:C19H26N2O6
Molecular Weight:378.42

74-88-4
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(R)-N-1-BOC-N-4-CBZ-2-PIPERAZINE CARBOXYLIC ACID

138775-02-7
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$56.00/250mg

(R)-N-1-BOC-4-CBZ-2-PIPERAZINECARBOXYLIC ACID METHYL ESTER

278790-00-4
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$299.51/1g

Yield:278790-00-4 63%

Reaction Conditions:

with caesium carbonate in N,N-dimethyl-formamide at 20; for 3 h;

Steps:

1

PREPARATIVE EXAMPLE 1; (2R) -1-[(tert-butyl)oxycarbonyl]-4-[benzyloxycarbonyl]piperazine-2-carboxylic acid (see Preparative Example 49 in U.S. 6,372,747) (2.9 gm, 7.96 mmol) was stirred in DMF (50 ml_), methyl iodide (1.5 ml_, 23.81 mmol), and cesium carbonate (7.78 gm, 23.87 mmol) at room temperature for three hours and concentrated in vacuo. The residue was diluted with water and extracted with methylene chloride. The organics were dried over MgSO₄, filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography using 20% EtOAc in hexane solution as eluant to give a white foam (1.9 gm, 63% yield), FABMS: MH+ = 379.

References:

WO2006/65828,2006,A2 Location in patent:Page/Page column 90

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126330-92-5
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278790-00-4
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References

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278790-00-4
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$299.51/1g

References

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24424-99-5
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405175-79-3
46 suppliers
$272.00/250mg

278790-00-4
20 suppliers
$299.51/1g

References