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

Base Information

Chemical Name:cyclohexyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranoside
CAS No.:63069-76-1
Molecular Formula:C₁₈H₂₈O₈
Molecular Weight:372.416
Hs Code.:

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

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

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

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

: 108-93-0
cyclohexanol

: 16750-06-4
1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-arabinohexopyranose

: 129823-71-8
cyclohexyl 2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranoside

: 63069-76-1
cyclohexyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h; Overall yield = 83 %; Overall yield = 27.8 mg; stereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1080/07328303.2018.1439498

Reference yield:

: 604-69-3
β-D-glucose pentaacetate

: 63069-76-1
cyclohexyl 2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen bromide; acetic acid / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / -15 - 0 °C / Inert atmosphere

2.1: trimethylsilyl bromide; Triphenylphosphine oxide / neat (no solvent) / 20 °C / 760.05 Torr / Inert atmosphere; Green chemistry

With trimethylsilyl bromide; hydrogen bromide; acetic acid; Triphenylphosphine oxide; In dichloromethane;
DOI:10.3762/bjoc.12.164