methyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:methyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-1-thio-β-D-glucopyranoside
CAS No.:212394-19-9
Molecular Formula:C₂₃H₃₃NO₉S
Molecular Weight:499.582
Hs Code.:

Synonyms:methyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-1-thio-β-D-glucopyranoside

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Chemical Property of methyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-1-thio-β-D-glucopyranoside

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Technology Process of methyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-1-thio-β-D-glucopyranoside

There total 8 articles about methyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-1-thio-β-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: 58.0%

: 212394-22-4
2-Deoxy-2-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethylamino]-1-thio-3,4,6-tri-O-acetyl-β-D-glucopyranose

: 74-88-4
methyl iodide

: 212394-19-9
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-1-thio-β-D-glucopyranoside

Guidance literature:: With potassium carbonate; In water; acetone; for 2h;
DOI:10.1080/07328300500388685

Reference yield:

: 212394-22-4
2-Deoxy-2-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethylamino]-1-thio-3,4,6-tri-O-acetyl-β-D-glucopyranose

: 212394-19-9
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-1-thio-β-D-glucopyranoside

Guidance literature:: With potassium carbonate; In hexane; dichloromethane; water; ethyl acetate; acetone;

Reference yield:

: 2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-D-glucopyranose

: 212394-19-9
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl]amino-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / pyridine / 20 °C

2: 91 percent / HBr; acetic acid / CH₂Cl₂ / 1 h / 20 °C

3: 85 percent / acetone / 0.5 h / Heating

4: 87 percent / Na₂S₂O₅ / H₂O; 1,2-dichloro-ethane / 0.33 h / 85 °C

5: 58 percent / potassium carbonate / acetone; H₂O / 2 h

With pyridine; sodium metabisulfite; hydrogen bromide; potassium carbonate; acetic acid; In dichloromethane; water; 1,2-dichloro-ethane; acetone;
DOI:10.1080/07328300500388685