4-O-a-D-Glucopyranosylmoranoline synthesis
- Product Name:4-O-a-D-Glucopyranosylmoranoline
- CAS Number:80312-32-9
- Molecular formula:C12H23NO9
- Molecular Weight:325.31
![D-Glucopyranoside, methyl 6-deoxy-6-iodo-4-O-[4,6-O-[(R)-phenylmethylene]-α-D-glucopyranosyl]-](/CAS/20210305/GIF/808737-09-9.gif)
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Yield:-
Steps:
Multi-step reaction with 5 steps
1.1: 92 percent / 4-dimethylaminopyridine / pyridine / 15 h
2.1: 80 percent / AgF / pyridine / 21 h / 20 °C
3.1: 78 percent / 3-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2; H2O / 9 h / 20 °C
4.1: NaOMe / methanol / 24 h / 0 °C
4.2: Amberlite IR 120 (H+) / H2O / 4 h
5.1: 30 percent / aq. ammonia; H2 / Pd(OH)2/C / H2O / 96 h / 760 Torr
References:
Steiner, Andreas J.;Stütz, Arnold E. [Carbohydrate Research,2004,vol. 339,# 15,p. 2615 - 2619]
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![D-Glucopyranoside, methyl 6-deoxy-4-O-[2,3-di-O-acetyl-4,6-O-[(R)-phenylmethylene]-α-D-glucopyranosyl]-6-iodo-, diacetate (9CI)](/CAS/20210305/GIF/801287-87-6.gif)
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