cyclohexyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: cyclohexyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranoside
• CAS No.: 130259-48-2
• Molecular Formula: C₂₂H₃₃NO₁₀
• Molecular Weight: 471.505

Synonyms:cyclohexyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

Chemical Property of cyclohexyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

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Technology Process of cyclohexyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

There total 6 articles about cyclohexyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-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: 97.0%

trimethylsilyl cyclohexyl ether (13871-89-1) + 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(allyloxycarbonylamino)-β-D-glucopyranose (112929-24-5,112929-25-6) → cyclohexyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranoside (130259-48-2)

Guidance literature:

With tin(II) trifluoromethanesulfonate; In dichloromethane; for 12h; Ambient temperature;

Reference yield: 83.0%

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(allyloxycarbonylamino)-β-D-glucopyranose (112929-24-5,112929-25-6) + cyclohexanol (108-93-0) → cyclohexyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranoside (130259-48-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -35 ℃;

DOI:10.1016/0008-6215(90)84077-8

Reference yield: 10.0%

3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-α-D-glucopyranosyl bromide (104655-87-0) + cyclohexanol (108-93-0) → cyclohexyl 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranoside (130259-48-2) + tetrahydro-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[2,1-d]-1,3-oxazol-2-one (76548-23-7,10163-09-4)

Guidance literature:

With mercury(II) cyanide; In dichloromethane; Ambient temperature;

DOI:10.1016/0008-6215(90)84077-8

upstream raw materials:

3,4,6-tri-O-acetyl-2-N-allyloxycarbonyl-2-amino-2-deoxy-α-D-glucopyranosyl bromide

cyclohexanol

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(allyloxycarbonylamino)-β-D-glucopyranose

trimethylsilyl cyclohexyl ether

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