methyl 4-O-benzoyl-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Base Information

Chemical Name:methyl 4-O-benzoyl-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside
CAS No.:137333-07-4
Molecular Formula:C₂₂H₃₁NO₉
Molecular Weight:453.489
Hs Code.:

Synonyms:methyl 4-O-benzoyl-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

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Chemical Property of methyl 4-O-benzoyl-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

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Technology Process of methyl 4-O-benzoyl-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

There total 2 articles about methyl 4-O-benzoyl-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside 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: 64.0%

: 18944-96-2
methyl 4-O-benzoyl-2,6-dideoxy-α-D-arabino-hexopyranoside

: 137333-06-3
2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-1-O-(p-nitrobenzoyl)-α-L-arabino-hexopyranose

: 137333-07-4
methyl 4-O-benzoyl-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1021/jo00025a034

Reference yield:

: 65827-72-7,65827-77-2,72398-09-5,72398-10-8,83497-41-0,86427-76-1,98712-70-0
methyl α-L-evernitroside

: 137333-07-4
methyl 4-O-benzoyl-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1) 0.05 M aq. H₂SO₄, 2) pyridine / 1) aq. dioxane, 90 deg C, 28 h; 2) room temperature, overnight

2: 64 percent / TMS triflate, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / -78 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; In dichloromethane;
DOI:10.1021/jo00025a034