3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-manno-heptopyranosid-7(E)-ylidene]-1,2-O-isopropylidene-α-D-xylofuranose

Base Information

Chemical Name:3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-manno-heptopyranosid-7(E)-ylidene]-1,2-O-isopropylidene-α-D-xylofuranose
CAS No.:253596-65-5
Molecular Formula:C₅₀H₅₄O₁₀
Molecular Weight:814.973
Hs Code.:

Synonyms:3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-manno-heptopyranosid-7(E)-ylidene]-1,2-O-isopropylidene-α-D-xylofuranose

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Chemical Property of 3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-manno-heptopyranosid-7(E)-ylidene]-1,2-O-isopropylidene-α-D-xylofuranose

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Technology Process of 3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-manno-heptopyranosid-7(E)-ylidene]-1,2-O-isopropylidene-α-D-xylofuranose

There total 5 articles about 3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-manno-heptopyranosid-7(E)-ylidene]-1,2-O-isopropylidene-α-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: 80.0%

: 253596-64-4
3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-α-D-manno-heptopyranosid-6-ulose-7(E)-ylidene]-1,2-O-isopropylidene-α-D-xylofuranose

: (E)-(S)-3-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1-((2R,3S,4S,5S,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-yl)-prop-2-en-1-ol

: 253596-65-5
3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-manno-heptopyranosid-7(E)-ylidene]-1,2-O-isopropylidene-α-D-xylofuranose

Guidance literature:: With zinc borohydride; In diethyl ether; at 0 ℃; for 0.5h;
DOI:10.1080/07328309908544046

Reference yield:

: 57783-76-3
benzyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 253596-65-5
3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-manno-heptopyranosid-7(E)-ylidene]-1,2-O-isopropylidene-α-D-xylofuranose

Guidance literature:: Multi-step reaction with 5 steps

1.1: CrO₃; H₂SO₄

3.1: butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C

3.2: 75 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: 82 percent / potassium carbonate; 18-crown-6 / toluene / 20 °C

5.1: 80 percent / zinc borohydride / diethyl ether / 0.5 h / 0 °C

With chromium(VI) oxide; n-butyllithium; 18-crown-6 ether; zinc borohydride; sulfuric acid; potassium carbonate; In tetrahydrofuran; diethyl ether; hexane; toluene; 1.1: Oxidation / 2.1: Methylation / 3.1: Metallation / 3.2: Substitution / 4.1: Substitution / 5.1: Reduction;
DOI:10.1080/07328309908544046

Reference yield:

: 222417-79-0
dimethyl (benzyl 2,3,4-tri-O-benzyl-α-D-manno-heptopyranos-6-ulos-7-yl)phosphonate

: 253596-65-5
3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-manno-heptopyranosid-7(E)-ylidene]-1,2-O-isopropylidene-α-D-xylofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / potassium carbonate; 18-crown-6 / toluene / 20 °C

2: 80 percent / zinc borohydride / diethyl ether / 0.5 h / 0 °C

With 18-crown-6 ether; zinc borohydride; potassium carbonate; In diethyl ether; toluene; 1: Substitution / 2: Reduction;
DOI:10.1080/07328309908544046