ChemicalBook CAS DataBase List Z-THR(TBU)-OME

Z-THR(TBU)-OME synthesis

5synthesis methods

Product Name:Z-THR(TBU)-OME
CAS Number:52785-41-8
Molecular formula:C17H25NO5
Molecular Weight:323.38

16966-07-7 Synthesis

16966-07-7
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52785-41-8
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Yield:52785-41-8 100%

Reaction Conditions:

with diazomethane in diethyl ether;dichloromethane;

Steps:

B8a.1 Step 1

A solution of (L)-(1S,2R)-N-(benzyloxycarbonyl)-O-tert-butylthreonine dicyclohexylamine salt (2.15 g, 4.4 mmol) in CH2Cl2 (50 mL) was treated with a solution of CH2N2 in Et2O until a yellow color persisted. The resulting solution was concentrated under reduced pressure. The residue was dissolved in EtOAc (100 mL) and washed sequentially with a 1N HCl solution (2×100 mL) and a saturated NaCl solution (50 mL), dried (MgSO4), and concentrated under reduced pressure to yield (1S,2R)-N-(benzyloxycarbonyl)-O-tert-butylthreonine methyl ester (1.44 g, 100%): TLC (25% EtOAc/hex) Rf0.54

References:

US6353006,2002,B1 Location in patent:Page column 40

57224-63-2 Synthesis