1,2-O-isopropylidene-3,7-di-O-acetyl-5-(N-β-acetoxyethyl,N-benzyloxycarbonyl)amino-5,6-dideoxy-β-L-ido-heptofuranose

Base Information

Chemical Name:1,2-O-isopropylidene-3,7-di-O-acetyl-5-(N-β-acetoxyethyl,N-benzyloxycarbonyl)amino-5,6-dideoxy-β-L-ido-heptofuranose
CAS No.:631918-90-6
Molecular Formula:C₂₆H₃₅NO₁₁
Molecular Weight:537.564
Hs Code.:

Synonyms:1,2-O-isopropylidene-3,7-di-O-acetyl-5-(N-β-acetoxyethyl,N-benzyloxycarbonyl)amino-5,6-dideoxy-β-L-ido-heptofuranose

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Chemical Property of 1,2-O-isopropylidene-3,7-di-O-acetyl-5-(N-β-acetoxyethyl,N-benzyloxycarbonyl)amino-5,6-dideoxy-β-L-ido-heptofuranose

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Technology Process of 1,2-O-isopropylidene-3,7-di-O-acetyl-5-(N-β-acetoxyethyl,N-benzyloxycarbonyl)amino-5,6-dideoxy-β-L-ido-heptofuranose

There total 6 articles about 1,2-O-isopropylidene-3,7-di-O-acetyl-5-(N-β-acetoxyethyl,N-benzyloxycarbonyl)amino-5,6-dideoxy-β-L-ido-heptofuranose 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: 77.0%

: 108-24-7
acetic anhydride

: 631918-82-6
3-hydroxy-1,2-O-isopropylidene-5-(N-β-acetoxyethyl,N-benzyloxycarbonyl)amino-7-O-acetyl-5,6-dideoxy-β-L-ido-heptofuranose

: 631918-90-6
1,2-O-isopropylidene-3,7-di-O-acetyl-5-(N-β-acetoxyethyl,N-benzyloxycarbonyl)amino-5,6-dideoxy-β-L-ido-heptofuranose

Guidance literature:: With pyridine; at 20 ℃; for 3h;
DOI:10.1016/S0968-0896(03)00231-1

Reference yield:

: 329361-79-7
(1R,2R,3S,4R)-ethyl 3-O-benzyl-5,6-dideoxy-5-benzylamino-1,2-O-isopropylidene-β-L-ido-heptofurannuronate

: 631918-90-6
1,2-O-isopropylidene-3,7-di-O-acetyl-5-(N-β-acetoxyethyl,N-benzyloxycarbonyl)amino-5,6-dideoxy-β-L-ido-heptofuranose

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / potassium carbonate / dimethylformamide / 20 h / 20 °C

2: 83 percent / LAH / tetrahydrofuran / 2 h / 20 °C

3: 82 percent / pyridine / 4 h / 0 - 20 °C

4: 71 percent / hydrogen / Pd/C / methanol / 12 h / 20 °C / 4137.18 Torr

5: 90 percent / NaHCO₃ / ethanol; H₂O / 3 h / 0 °C

6: 77 percent / pyridine / 3 h / 20 °C

With pyridine; lithium aluminium tetrahydride; hydrogen; sodium hydrogencarbonate; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(03)00231-1

Reference yield:

: 631918-76-8
1,2-O-isopropylidene-3-O-benzyl-5-(N-benzyl-N-2-hydroxyethyl)amino-5,6-dideoxy-β-L-ido-heptofuranose

: 631918-90-6
1,2-O-isopropylidene-3,7-di-O-acetyl-5-(N-β-acetoxyethyl,N-benzyloxycarbonyl)amino-5,6-dideoxy-β-L-ido-heptofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / pyridine / 4 h / 0 - 20 °C

2: 71 percent / hydrogen / Pd/C / methanol / 12 h / 20 °C / 4137.18 Torr

3: 90 percent / NaHCO₃ / ethanol; H₂O / 3 h / 0 °C

4: 77 percent / pyridine / 3 h / 20 °C

With pyridine; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; ethanol; water;
DOI:10.1016/S0968-0896(03)00231-1