ChemicalBook CAS DataBase List 1H-Azepine-1,3-dicarboxylic acid, hexahydro-, 1-(phenylmethyl) ester, (3R)-

1H-Azepine-1,3-dicarboxylic acid, hexahydro-, 1-(phenylmethyl) ester, (3R)- synthesis

5synthesis methods

Product Name:1H-Azepine-1,3-dicarboxylic acid, hexahydro-, 1-(phenylmethyl) ester, (3R)-
CAS Number:1419222-29-9
Molecular formula:C15H19NO4
Molecular Weight:277.32

(3R)-Hexahydro-1H-azepine-3-carboxylic acid

1419222-28-8
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1H-Azepine-1,3-dicarboxylic acid, hexahydro-, 1-(phenylmethyl) ester, (3R)-

1419222-29-9
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Yield:1419222-29-9 59%

Reaction Conditions:

with sodium hydrogencarbonate in tetrahydrofuran at 0 - 20; for 3 h;

Steps:

21.i (i) (R)-1-(benzyloxycarbonyl)azepane-3-carboxylic acid

(R)-azepane-3-carboxylic acid (5.1 g, 36 mmol) in aqueous NaHCO₃ (50 mL) was added dropwise a THF solution of Cbz-Cl (6.1 g, 36 mmol) at 0°C. The resulting solution was stirred at room temperature for 3 h. The solution was neutralized with aq. HCl. THF and most of the water was removed under reduced pressure. The residue aqueous layer was extracted with ethyl acetate. The ethyl acetate layer was dried, filtered and concentrated to afford (R)-1-(benzyloxycarbonyl)azepane-3-carboxylic acid (5.8 g, 59% yield)

References:

EP2548877,2013,A1 Location in patent:Paragraph 0347

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References

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1H-Azepine-1,3-dicarboxylic acid, 2,3,4,7-tetrahydro-, 1-(phenylmethyl) ester, (3R)-

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References