(1S,2S,4S)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER synthesis
- Product Name:(1S,2S,4S)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER
- CAS Number:321744-19-8
- Molecular formula:C12H21NO5
- Molecular Weight:259.3
251326-99-5
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321744-19-8
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Yield:-
Steps:
Multi-step reaction with 6 steps
1.1: N-bromosuccinimide / tetrahydrofuran; H2O / 17 h / 20 °C
2.1: KOH / H2O; methanol / 48 h / 90 °C
2.2: tetrahydrofuran; H2O / 14 h / 20 °C / pH 10.5
3.1: triethylamine / methanol / 16 h / 0 - 20 °C
4.1: H2 / [(S,S)-(Me-DuPHOS)-Rh(COD)]BF4 / methanol / 14 h / 20 °C / 3750.38 Torr
5.1: triethylamine; DMAP / CH2Cl2 / 0.75 h / 0 °C
6.1: KOAc / dimethylformamide / 72 h / 60 °C
6.2: NaOMe / methanol / 7 h / 0 °C
References:
Lloyd, Richard C.;Lloyd, Michael C.;Smith, Mark E. B.;Holt, Karen E.;Swift, Jonathan P.;Keene, Philip A.;Taylor, Stephen J. C.;McCague, Raymond [Tetrahedron,2004,vol. 60,# 3,p. 717 - 728]
329910-37-4
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321744-19-8
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329910-36-3
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321744-19-8
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24424-99-5
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321744-19-8
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329910-34-1
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321744-19-8
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