(3R,4S,5S,6S)-1-AZA-5-CARBOXYL-4-HYDROXY-6-ISOPROPYL-3-METHYL-7-OXABICYCLO[3.3.0]OCTAN-2-ONE synthesis
- 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
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145451-96-3
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$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
References:
Corey;Reichard, Gregory A. [Journal of the American Chemical Society,1992,vol. 114,# 26,p. 10677 - 10678]
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145451-96-3
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16 suppliers
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145451-96-3
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$181.69/1mg
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145484-22-6
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145451-96-3
16 suppliers
$181.69/1mg