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

Base Information

• Chemical Name: benzyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside
• CAS No.: 112146-85-7
• Molecular Formula: C₂₂H₂₉NO₇
• Molecular Weight: 419.475
• Mol file: 112146-85-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about benzyl 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: 28.6%

2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α,β-D-glucopyranose (111286-55-6,112146-53-9) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside (112146-85-7)

Guidance literature:

With hydrogenchloride; molecular sieve; at 100 - 110 ℃; for 37h;

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) → benzyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside (112146-85-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 28.6 percent / HCl, molecular sieves / 37 h / 100 - 110 °C

With hydrogenchloride; molecular sieve; triethylamine; In methanol;

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

Reference yield:

2-(anilinomethylidene)-5,5-dimethylcyclohexane-1,3-dione (29974-49-0) → benzyl 2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α-D-glucopyranoside (112146-85-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 28.6 percent / HCl, molecular sieves / 37 h / 100 - 110 °C

With hydrogenchloride; molecular sieve; triethylamine; In methanol;

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

upstream raw materials:

2-deoxy-2-<(4,4-dimethyl-2,6-dioxocyclohexylidenemethyl)amino>-α,β-D-glucopyranose

benzyl alcohol

2-deoxy-2-amino glucose

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

Downstream raw materials:

phenylmethyl 2-amino-2-deoxy-α-D-glucopyranoside

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