2-naphthylmethyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Base Information

Chemical Name:2-naphthylmethyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside
CAS No.:890131-47-2
Molecular Formula:C₄₅H₄₄Cl₃NO₁₆
Molecular Weight:961.2
Hs Code.:

2-naphthylmethyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Synonyms:2-naphthylmethyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

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Chemical Property of 2-naphthylmethyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

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Technology Process of 2-naphthylmethyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

There total 11 articles about 2-naphthylmethyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside 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: 91.0%

: 2-naphthylmethyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

: 890131-47-2
2-naphthylmethyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: With water; acetic acid; at 100 ℃; for 0.5h;
DOI:10.1002/chem.200900741

Reference yield:

: O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->3)-1,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-D-galactopyranose

: 890131-47-2
2-naphthylmethyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 89 percent / n-Bu₄NBr; BF₃*Et₂O; TMSBr / 2,4,6-collidine / CH₂Cl₂ / 48 h / 20 °C

2: 90 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h

3: NaOMe / methanol

4: trifluoroacetic acid / 4 h

5: 83 percent / camphorsulfonic acid / dimethylformamide / 1.5 h

6: 92 percent / N,N-dicyclohexylcarbodiimide; 4-dimethylaminopyridine / CH₂Cl₂ / 1 h

7: 79 percent / AcOH / CH₂Cl₂; H₂O / 24 h / 20 °C

8: 95 percent / pyridine / 1 h / 0 °C

9: AcOH / 0.5 h / 100 °C

With pyridine; dmap; trimethylsilyl bromide; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutylammomium bromide; sodium methylate; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2,4,6-trimethyl-pyridine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.200503551

Reference yield:

: 890131-32-5
O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->3)-2-trichloromethyl-(4,6-di-O-acetyl-1,2-dideoxy-α-D-galactopyrano)[2,1-d]2-oxazoline

: 890131-47-2
2-naphthylmethyl O-(methyl 2,3-di-O-benzoyl-4-O-levulinoyl-β-D-glucopyranosyluronate)-(1->3)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h

2: NaOMe / methanol

3: trifluoroacetic acid / 4 h

4: 83 percent / camphorsulfonic acid / dimethylformamide / 1.5 h

5: 92 percent / N,N-dicyclohexylcarbodiimide; 4-dimethylaminopyridine / CH₂Cl₂ / 1 h

6: 79 percent / AcOH / CH₂Cl₂; H₂O / 24 h / 20 °C

7: 95 percent / pyridine / 1 h / 0 °C

8: AcOH / 0.5 h / 100 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium methylate; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.200503551