ethyl 2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Base Information

Chemical Name:ethyl 2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside
CAS No.:382614-47-3
Molecular Formula:C₂₁H₂₉NO₆S
Molecular Weight:423.53
Hs Code.:

Synonyms:ethyl 2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

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Chemical Property of ethyl 2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

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Technology Process of ethyl 2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

There total 2 articles about ethyl 2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-thio-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: 66.0%

: 593-56-6
N-methoxylamine hydrochloride

: 382614-48-4
2,2-Dimethyl-propionic acid (2R,4aR,6S,8S,8aR)-6-ethylsulfanyl-7-oxo-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 382614-47-3
ethyl 2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Guidance literature:: With sodium acetate; In ethanol; water; at 50 - 55 ℃; for 5.5h;
DOI:10.1016/S0040-4020(01)00760-8

Reference yield:

: 201056-71-5
ethyl (5R)-4,6-O-benzylidene-1-thio-3-O-pivaloyl-β-D-glucopyranoside

: 382614-47-3
ethyl 2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: (CF₃CO)2O; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: 66 percent / NaOAc / ethanol; H₂O / 5.5 h / 50 - 55 °C

With sodium acetate; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In ethanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)00760-8

Reference yield:

: 219536-52-4
phenyl 2-O-acetyl-4,6-O-benzylidene-1-O-α-D-glucopyranoside

: 382614-47-3
ethyl 2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside

: phenyl 2-O-acetyl-3-O-[2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-β-D-glucopyranosyl]-4,6-O-benzylidene-1-O-α-D-glucopyranoside

: phenyl 2-O-acetyl-3-O-[2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-α-D-glucopyranosyl]-4,6-O-benzylidene-1-O-α-D-glucopyranoside

Guidance literature:: ethyl 2-deoxy-2-(O-methyl)oximino-3-O-pivaloyl-4,6-O-benzylidene-1-thio-α-D-glucopyranoside; With 2,6-di-tert-butyl-4-methylpyridine; silver trifluoromethanesulfonate; benzenesulfenyl chloride; In diethyl ether; dichloromethane; at -78 - -55 ℃; for 0.5h;

phenyl 2-O-acetyl-4,6-O-benzylidene-1-O-α-D-glucopyranoside; In diethyl ether; dichloromethane; at -55 ℃;
DOI:10.1016/S0040-4020(01)00760-8