ChemicalBook CAS DataBase List (3R,4S,5S,6S)-1-AZA-5-CARBOXYL-4-HYDROXY-6-ISOPROPYL-3-METHYL-7-OXABICYCLO[3.3.0]OCTAN-2-ONE

(3R,4S,5S,6S)-1-AZA-5-CARBOXYL-4-HYDROXY-6-ISOPROPYL-3-METHYL-7-OXABICYCLO[3.3.0]OCTAN-2-ONE synthesis

8synthesis methods

Product Name:(3R,4S,5S,6S)-1-AZA-5-CARBOXYL-4-HYDROXY-6-ISOPROPYL-3-METHYL-7-OXABICYCLO[3.3.0]OCTAN-2-ONE
CAS Number:145451-96-3
Molecular formula:C11H17NO5
Molecular Weight:243.26

145451-91-8 Synthesis

METHYL (2R,3S)-2-BENZYLAMINO-3-HYDROXY-2-HYDROXYMETHYL-4-METHYLPENTANOATE

145451-91-8
11 suppliers
$498.14/5MG

(3R,4S,5S,6S)-1-AZA-5-CARBOXYL-4-HYDROXY-6-ISOPROPYL-3-METHYL-7-OXABICYCLO[3.3.0]OCTAN-2-ONE

145451-96-3
14 suppliers
$181.69/1mg

Yield:-

Steps:

Multi-step reaction with 9 steps
1: 97 percent / imidazole / dimethylformamide / 3.5 h / 23 °C
2: 96 percent / TsOH / benzene / 0.5 h / Heating
3: LiBH₄ / tetrahydrofuran; methanol / 24 h / 23 °C
4: DMSO, (COCl)2, Et₃N / CH₂Cl₂ / 1.5 h / -78 °C
5: 1.) LDA / 1.) THF, -78 deg C
6: 87 percent / H₂ / Pd/C / ethanol / 24 h / 23 °C
7: 90 percent / 5percent HF / acetonitrile / 9 h / 23 °C
8: 73 percent / DMSO, (COCl)2, Et₃N / CH₂Cl₂ / 2 h / -78 °C
9: 95 percent / NaClO₂, NaH₂PO₄ / 2-methyl-propan-2-ol; various solvent(s) / 0.25 h / 23 °C