Sodium Carbonate → Benzyl carbamate

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Reaction Steps

Add (S)-6-amino-4,5,6,7-tetrahydro-benzothiazol-2-yl)-carbamic acid benzyl ester trifluoroacetate (0.10 g, 0.24 mmol) to the dialdehyde solution. Adjust the pH of the solution to 4 by adding a few drops of acetic acid and is stir for 30 min. Add sodium cyanoborohydride (0.15 g, 2.40 mmol) and stir the mixture stirred for 16 h at room temperature. Neutralize the solution by addition of Na2CO3 and extract with CH2Cl2. Dry the organic layer is with MgSO4 and concentrate. Purify the residue with column chromatography eluting with 5-100% CH2Cl2/20% MeOH/1% NH4OH to give (S)-6-piperidin-1-yl-4,5,6,7-tetrahydro-benzothiazol-2-yl)-carbamic acid benzyl ester (0.08 g, 0.21 mmol).

Provenance & Evidence