methyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside
• CAS No.: 112146-75-5
• Molecular Formula: C₁₆H₂₅NO₇
• Molecular Weight: 343.377

Synonyms:methyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside

Chemical Property of methyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside

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Technology Process of methyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside

There total 3 articles about methyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-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: 97.0%

methyl 2-amino-2-deoxy-α-D-glucopyranoside hydrochloride (13374-29-3) + 2-(anilinomethylidene)-5,5-dimethylcyclohexane-1,3-dione (29974-49-0) → methyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside (112146-75-5)

Guidance literature:

With triethylamine; In methanol; for 3h; Ambient temperature;

DOI:10.1016/0008-6215(87)80214-8

Reference yield:

2-deoxy-2-amino glucose (90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8) → methyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside (112146-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / Et₃N / methanol / 3 h / Ambient temperature

2: HCl / 7 h / Heating

With hydrogenchloride; triethylamine; In methanol;

DOI:10.1016/0008-6215(87)80214-8

Reference yield:

2-(anilinomethylidene)-5,5-dimethylcyclohexane-1,3-dione (29974-49-0) → methyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside (112146-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / Et₃N / methanol / 3 h / Ambient temperature

2: HCl / 7 h / Heating

With hydrogenchloride; triethylamine; In methanol;

DOI:10.1016/0008-6215(87)80214-8

upstream raw materials:

methyl 2-amino-2-deoxy-α-D-glucopyranoside hydrochloride

2-(anilinomethylidene)-5,5-dimethylcyclohexane-1,3-dione

2-deoxy-2-amino glucose

Downstream raw materials:

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-[(4,4-dimethyl-2,6-dioxo-cyclohexylidenemethyl)-amino]-6-methoxy-tetrahydro-pyran-4-yl ester

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