methyl (4-methoxyphenyl 2-O-benzyol-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranoside)uronate

Base Information

Chemical Name:methyl (4-methoxyphenyl 2-O-benzyol-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranoside)uronate
CAS No.:428865-79-6
Molecular Formula:C₃₀H₂₉ClO₁₀
Molecular Weight:585.007
Hs Code.:

Synonyms:methyl (4-methoxyphenyl 2-O-benzyol-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranoside)uronate

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Chemical Property of methyl (4-methoxyphenyl 2-O-benzyol-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranoside)uronate

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Technology Process of methyl (4-methoxyphenyl 2-O-benzyol-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranoside)uronate

There total 3 articles about methyl (4-methoxyphenyl 2-O-benzyol-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranoside)uronate 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: 84.0%

: 541-88-8
Chloroacetic anhydride

: 428865-78-5
methyl (4-methoxyphenyl 2-O-benzyol-3-O-benzyl-β-D-glucopyranoside)uronate

: 428865-79-6
methyl (4-methoxyphenyl 2-O-benzyol-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranoside)uronate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1h;
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

: 428865-79-6
methyl (4-methoxyphenyl 2-O-benzyol-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranoside)uronate

Guidance literature:: Multi-step reaction with 2 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

With pyridine; calcium hypochlorite; sodium hydrogencarbonate; potassium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; Aliquat 336; In dichloromethane; water;
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

: 428865-79-6
methyl (4-methoxyphenyl 2-O-benzyol-3-O-benzyl-4-O-chloroacetyl-β-D-glucopyranoside)uronate

Guidance literature:: Multi-step reaction with 3 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

With pyridine; calcium hypochlorite; water; sodium hydrogencarbonate; acetic acid; potassium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; Aliquat 336; In dichloromethane; water;
DOI:10.1002/1099-0690(200203)2002:5<815::AID-EJOC815>3.0.CO;2-A