methyl (2,3,4-tri-O-acetyl-β-D-glucopyranosyl)uronate-(1→2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose

Base Information

Chemical Name:methyl (2,3,4-tri-O-acetyl-β-D-glucopyranosyl)uronate-(1→2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose
CAS No.:1607444-99-4
Molecular Formula:C₃₇H₄₀O₁₄
Molecular Weight:708.716
Hs Code.:

Synonyms:methyl (2,3,4-tri-O-acetyl-β-D-glucopyranosyl)uronate-(1→2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose

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Chemical Property of methyl (2,3,4-tri-O-acetyl-β-D-glucopyranosyl)uronate-(1→2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose

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Technology Process of methyl (2,3,4-tri-O-acetyl-β-D-glucopyranosyl)uronate-(1→2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose

There total 1 articles about methyl (2,3,4-tri-O-acetyl-β-D-glucopyranosyl)uronate-(1→2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose 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: 76.0%

: methyl 2,3,4-tri-O-acetyl-α,β-D-glucopyranosyluronate trichloroacetimidate

: 1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose

: 1607444-99-4
methyl (2,3,4-tri-O-acetyl-β-D-glucopyranosyl)uronate-(1→2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose

Guidance literature:: With t-butyldimethylsiyl triflate; In dichloromethane; at 0 ℃; for 1h; stereoselective reaction; Molecular sieve;
DOI:10.1016/j.carres.2014.01.022

Reference yield:

: 1607444-99-4
methyl (2,3,4-tri-O-acetyl-β-D-glucopyranosyl)uronate-(1→2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose

: C₃₀H₃₂O₁₁

Guidance literature:: With methanol; sodium methylate; at 20 ℃; for 1h;
DOI:10.1016/j.carres.2014.01.022

Reference yield:

: 1607444-99-4
methyl (2,3,4-tri-O-acetyl-β-D-glucopyranosyl)uronate-(1→2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose

: 1607444-93-8
[benzyl (2,3,4-tri-O-benzyl-β-D-glucopyranosyl)uronate]-(1→ 2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: sodium methylate; methanol / 1 h / 20 °C

2: sodium hydride / dimethyl sulfoxide / 0.67 h / 15 - 20 °C

With methanol; sodium methylate; sodium hydride; In dimethyl sulfoxide;
DOI:10.1016/j.carres.2014.01.022