4-methoxyphenyl (methyl 2-O-benzoyl-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranosyluronate)-(1->3)-6-O-benzoyl-4-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Base Information

Chemical Name:4-methoxyphenyl (methyl 2-O-benzoyl-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranosyluronate)-(1->3)-6-O-benzoyl-4-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside
CAS No.:428865-85-4
Molecular Formula:C₅₂H₄₉Cl₄NO₁₆
Molecular Weight:1085.77
Hs Code.:

4-methoxyphenyl (methyl 2-O-benzoyl-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranosyluronate)-(1->3)-6-O-benzoyl-4-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Synonyms:4-methoxyphenyl (methyl 2-O-benzoyl-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranosyluronate)-(1->3)-6-O-benzoyl-4-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

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Chemical Property of 4-methoxyphenyl (methyl 2-O-benzoyl-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranosyluronate)-(1->3)-6-O-benzoyl-4-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

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Technology Process of 4-methoxyphenyl (methyl 2-O-benzoyl-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranosyluronate)-(1->3)-6-O-benzoyl-4-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

There total 14 articles about 4-methoxyphenyl (methyl 2-O-benzoyl-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranosyluronate)-(1->3)-6-O-benzoyl-4-O-benzyl-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: 89.0%

: 98-88-4
benzoyl chloride

: 428865-84-3
4-methoxyphenyl (methyl 2-O-benzoyl-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranosyluronate)-(1->3)-4-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

: 428865-85-4
4-methoxyphenyl (methyl 2-O-benzoyl-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranosyluronate)-(1->3)-6-O-benzoyl-4-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1002/1099-0690(200203)2002:5<815::AID-EJOC815>3.0.CO;2-A

Reference yield:

: 4-methoxyphenyl 2-O-benzyol-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

: 428865-85-4
4-methoxyphenyl (methyl 2-O-benzoyl-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranosyluronate)-(1->3)-6-O-benzoyl-4-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: 85 percent / AcOH; water / 0.75 h / 100 °C

2.1: calcium hypochlorite; NaHCO₃; KBr / Aliquat 336; TEMPO / CH₂Cl₂; H₂O / 0.25 h / 0 °C

2.2: 74 percent / dimethylformamide / 2 h / 50 °C

3.1: 84 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

4.1: CAN / acetonitrile; toluene; H₂O / 0.5 h / 20 °C

4.2: 70 percent / DBU / CH₂Cl₂ / 0.17 h / 0 °C

5.1: 71 percent / 4A molecular sieves; TMSOTf / CH₂Cl₂; toluene / 0.5 h / 20 °C

6.1: 91 percent / formic acid / tetrahydrofuran; H₂O / 15 h / 20 °C

7.1: 89 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; calcium hypochlorite; formic acid; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; water; sodium hydrogencarbonate; acetic acid; potassium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; Aliquat 336; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1002/1099-0690(200203)2002:5<815::AID-EJOC815>3.0.CO;2-A

Reference yield:

: 428865-77-4
4-methoxyphenyl 2-O-benzyol-3-O-benzyl-β-D-glucopyranoside

: 428865-85-4
4-methoxyphenyl (methyl 2-O-benzoyl-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranosyluronate)-(1->3)-6-O-benzoyl-4-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: calcium hypochlorite; NaHCO₃; KBr / Aliquat 336; TEMPO / CH₂Cl₂; H₂O / 0.25 h / 0 °C

1.2: 74 percent / dimethylformamide / 2 h / 50 °C

2.1: 84 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

3.1: CAN / acetonitrile; toluene; H₂O / 0.5 h / 20 °C

3.2: 70 percent / DBU / CH₂Cl₂ / 0.17 h / 0 °C

4.1: 71 percent / 4A molecular sieves; TMSOTf / CH₂Cl₂; toluene / 0.5 h / 20 °C

5.1: 91 percent / formic acid / tetrahydrofuran; H₂O / 15 h / 20 °C

6.1: 89 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; calcium hypochlorite; formic acid; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydrogencarbonate; potassium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; Aliquat 336; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1002/1099-0690(200203)2002:5<815::AID-EJOC815>3.0.CO;2-A