(-)-menthyl 2,4,6-tri-O-acetyl-3-O-(N-phenylcarbamoyl)-β-D-glucopyranoside

Base Information

Chemical Name:(-)-menthyl 2,4,6-tri-O-acetyl-3-O-(N-phenylcarbamoyl)-β-D-glucopyranoside
CAS No.:115533-31-8
Molecular Formula:C₂₉H₄₁NO₁₀
Molecular Weight:563.645
Hs Code.:

Synonyms:(-)-menthyl 2,4,6-tri-O-acetyl-3-O-(N-phenylcarbamoyl)-β-D-glucopyranoside

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Chemical Property of (-)-menthyl 2,4,6-tri-O-acetyl-3-O-(N-phenylcarbamoyl)-β-D-glucopyranoside

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Technology Process of (-)-menthyl 2,4,6-tri-O-acetyl-3-O-(N-phenylcarbamoyl)-β-D-glucopyranoside

There total 9 articles about (-)-menthyl 2,4,6-tri-O-acetyl-3-O-(N-phenylcarbamoyl)-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: 65.0%

: 15356-60-2
(1S,2R,5S)-(+)-menthol

: 115559-99-4
2,4,6-tri-O-acetyl-3-O-(N-phenylcarbamoyl)-α-D-glucopyranosyl bromide

: 115533-31-8
(-)-menthyl 2,4,6-tri-O-acetyl-3-O-(N-phenylcarbamoyl)-β-D-glucopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; at -30 ℃;

Reference yield: 40.0%

: 15356-60-2
(1S,2R,5S)-(+)-menthol

: 115533-29-4
1,2,4,6-tetra-O-acetyl-3-O-(N-phenylcarbamoyl)-β-D-glucopyranose

: 115533-31-8
(-)-menthyl 2,4,6-tri-O-acetyl-3-O-(N-phenylcarbamoyl)-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 144h; Ambient temperature;
DOI:10.1016/S0008-6215(00)90561-5

Reference yield:

: 103-71-9
phenyl isocyanate

: 115533-31-8
(-)-menthyl 2,4,6-tri-O-acetyl-3-O-(N-phenylcarbamoyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

2: H₂SO₄ / H₂O; dioxane

3: pyridine

4: 80 percent / HBr / acetic acid

5: 65 percent / AgOTf / CH₂Cl₂ / -30 °C

With sulfuric acid; hydrogen bromide; silver trifluoromethanesulfonate; In 1,4-dioxane; pyridine; dichloromethane; water; acetic acid;