3-O-benzyl-6-deoxy-1,2:8,9:10,11-tri-O-isopropylidene-D-manno-α-D-gluco-undecofuranose

Base Information

Chemical Name:3-O-benzyl-6-deoxy-1,2:8,9:10,11-tri-O-isopropylidene-D-manno-α-D-gluco-undecofuranose
CAS No.:149774-45-8
Molecular Formula:C₂₇H₄₀O₁₀
Molecular Weight:524.609
Hs Code.:

Synonyms:3-O-benzyl-6-deoxy-1,2:8,9:10,11-tri-O-isopropylidene-D-manno-α-D-gluco-undecofuranose

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Chemical Property of 3-O-benzyl-6-deoxy-1,2:8,9:10,11-tri-O-isopropylidene-D-manno-α-D-gluco-undecofuranose

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Technology Process of 3-O-benzyl-6-deoxy-1,2:8,9:10,11-tri-O-isopropylidene-D-manno-α-D-gluco-undecofuranose

There total 4 articles about 3-O-benzyl-6-deoxy-1,2:8,9:10,11-tri-O-isopropylidene-D-manno-α-D-gluco-undecofuranose 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: 51.0%

: 149774-49-2
3-O-benzyl-6-deoxy-1,2:8,9:10,11-tri-O-isopropylidene-D-arabino-α-D-gluco-undecos-7-ulose-1,4-furanose

: 149774-45-8
3-O-benzyl-6-deoxy-1,2:8,9:10,11-tri-O-isopropylidene-D-manno-α-D-gluco-undecofuranose

: 149774-46-9
3-O-benzyl-6-deoxy-1,2:8,9:10,11-tri-O-isopropylidene-D-gluco-α-D-gluco-undecofuranose

Guidance literature:: With sodium tetrahydroborate; In ethanol; water;
DOI:10.1016/S0040-4039(00)73574-X

Reference yield:

: 149774-48-1
(5R)-5-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylo-tetrofuranos-4-yl)-3-(1,2:3,4-di-O-isopropylidene-D-arabino-tetritol-1-yl)-4,5-dihydroisoxazole

: 149774-45-8
3-O-benzyl-6-deoxy-1,2:8,9:10,11-tri-O-isopropylidene-D-manno-α-D-gluco-undecofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / H₂; boric acid / Raney-nickel / methanol; H₂O / 7 h

2: 27 percent / NaBH₄ / ethanol; H₂O / 20 °C

With sodium tetrahydroborate; hydrogen; boric acid; nickel; In methanol; ethanol; water; 1: Hydrogenolysis / 2: Reduction;
DOI:10.1016/S0008-6215(99)00168-8

Reference yield:

: 32795-40-7
2,3:4,5-di-O-isopropylidene-D-arabinose oxime

: 149774-45-8
3-O-benzyl-6-deoxy-1,2:8,9:10,11-tri-O-isopropylidene-D-manno-α-D-gluco-undecofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: N-chlorosuccinimide, pyridine

2: 1) NEt₃

3: 45 percent / H₂, H₃BO₃ / Raney-Ni / methanol; H₂O

4: L-Selectride

With pyridine; N-chloro-succinimide; hydrogen; boric acid; L-Selectride; triethylamine; nickel; In methanol; water;
DOI:10.1016/S0040-4039(00)73574-X