benzyl 2-O-chloroacetyl-4,6-O-<(S)-1-methoxycarbonylethylidene>-3-O-methyl-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-O-chloroacetyl-4,6-O-<(S)-1-methoxycarbonylethylidene>-3-O-methyl-α-D-glucopyranoside
CAS No.:157001-36-0
Molecular Formula:C₂₀H₂₅ClO₉
Molecular Weight:444.866
Hs Code.:

Synonyms:benzyl 2-O-chloroacetyl-4,6-O-<(S)-1-methoxycarbonylethylidene>-3-O-methyl-α-D-glucopyranoside

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Chemical Property of benzyl 2-O-chloroacetyl-4,6-O-<(S)-1-methoxycarbonylethylidene>-3-O-methyl-α-D-glucopyranoside

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Technology Process of benzyl 2-O-chloroacetyl-4,6-O-<(S)-1-methoxycarbonylethylidene>-3-O-methyl-α-D-glucopyranoside

There total 3 articles about benzyl 2-O-chloroacetyl-4,6-O-<(S)-1-methoxycarbonylethylidene>-3-O-methyl-α-D-glucopyranoside 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: 75.0%

: 600-22-6
pyruvic acid methyl ester

: 157001-35-9
benzyl 2-O-chloroacetyl-3-O-methyl-α-D-glucopyranoside

: 157001-36-0
benzyl 2-O-chloroacetyl-4,6-O-<(S)-1-methoxycarbonylethylidene>-3-O-methyl-α-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/0008-6215(94)80062-6

Reference yield:

: 157001-34-8
benzyl 4,6-O-benzylidene-2-O-chloroacetyl-3-O-methyl-α-D-glucopyranoside

: 157001-36-0
benzyl 2-O-chloroacetyl-4,6-O-<(S)-1-methoxycarbonylethylidene>-3-O-methyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / 80percent aq. AcOH / 0.75 h / 90 °C

2: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 24 h / Ambient temperature

With boron trifluoride diethyl etherate; acetic acid; In dichloromethane;
DOI:10.1016/0008-6215(94)80062-6

Reference yield:

: (4aR,6S,7R,8R,8aR)-6-Benzyloxy-8-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 157001-36-0
benzyl 2-O-chloroacetyl-4,6-O-<(S)-1-methoxycarbonylethylidene>-3-O-methyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / NaHCO₃ / dimethylformamide / 4 h

2: 94 percent / 80percent aq. AcOH / 0.75 h / 90 °C

3: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 24 h / Ambient temperature

With boron trifluoride diethyl etherate; sodium hydrogencarbonate; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)80062-6