1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-(N-methylpiperazinyl)methyl-α,β-D-xylofuranose

Base Information

Chemical Name:1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-(N-methylpiperazinyl)methyl-α,β-D-xylofuranose
CAS No.:861231-09-6
Molecular Formula:C₂₉H₃₄N₂O₉
Molecular Weight:554.597
Hs Code.:

Synonyms:1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-(N-methylpiperazinyl)methyl-α,β-D-xylofuranose

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Chemical Property of 1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-(N-methylpiperazinyl)methyl-α,β-D-xylofuranose

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Technology Process of 1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-(N-methylpiperazinyl)methyl-α,β-D-xylofuranose

There total 8 articles about 1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-(N-methylpiperazinyl)methyl-α,β-D-xylofuranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

: 861231-07-4
3,5-di-O-benzoyl-1,2-O-isopropylidene-4-C-(N-methylpiperazinyl)methyl-α-D-xylofuranose

: 108-24-7
acetic anhydride

: 861231-09-6
1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-(N-methylpiperazinyl)methyl-α,β-D-xylofuranose

Guidance literature:: 3,5-di-O-benzoyl-1,2-O-isopropylidene-4-C-(N-methylpiperazinyl)methyl-α-D-xylofuranose; With trifluoroacetic acid; at 20 ℃; for 3h;

acetic anhydride; With pyridine; at 20 ℃; for 12h;
DOI:10.1002/ejoc.200500023

Reference yield:

: 72261-44-0
1,2-O-isopropylidene-3-O-benzyl-4-C-(hydroxymethyl)-β-L-threo-pento-1,4-furanose

: 861231-09-6
1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-(N-methylpiperazinyl)methyl-α,β-D-xylofuranose

Guidance literature:: Multi-step reaction with 9 steps

1.1: 89 percent / ammonium formate / Pd(OH)2/C / methanol / 16 h / Heating

2.1: 93 percent / triethylamine / CH₂Cl₂ / 36 h / 20 °C

3.1: 86 percent / pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

4.1: 93 percent / DMAP; imidazole / dimethylformamide / 12 h / 20 °C

5.1: 90 percent / NH₃ / methanol / 24 h / 20 °C

6.1: pyridine; triflic anhydride / CH₂Cl₂ / 12 h / -30 - 20 °C

6.2: 93 percent / tetrahydrofuran / 12 h / 20 °C

7.1: 88 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h / 20 °C

8.1: 87 percent / pyridine / CH₂Cl₂ / 12 h / 20 °C

9.1: aq. trifluoroacetic acid / 3 h / 20 °C

9.2: 93 percent / pyridine / 12 h / 20 °C

With pyridine; 1H-imidazole; dmap; trifluoromethylsulfonic anhydride; tetrabutyl ammonium fluoride; ammonia; ammonium formate; triethylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 5.1: Zemplen O-debenzoylation;
DOI:10.1002/ejoc.200500023

Reference yield:

: 861231-05-2
1,2-O-isopropylidene-4-C-(N-methylpiperazinyl)methyl-α-D-xylofuranose

: 861231-09-6
1,2-di-O-acetyl-3,5-di-O-benzoyl-4-C-(N-methylpiperazinyl)methyl-α,β-D-xylofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 87 percent / pyridine / CH₂Cl₂ / 12 h / 20 °C

2.1: aq. trifluoroacetic acid / 3 h / 20 °C

2.2: 93 percent / pyridine / 12 h / 20 °C

With pyridine; trifluoroacetic acid; In dichloromethane;
DOI:10.1002/ejoc.200500023