(+)-menthyl 2,3,4-tri-O-acetyl-6-O-(2,3-di-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:(+)-menthyl 2,3,4-tri-O-acetyl-6-O-(2,3-di-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside
CAS No.:1379664-82-0
Molecular Formula:C₃₂H₅₀O₁₆
Molecular Weight:690.739
Hs Code.:

Synonyms:(+)-menthyl 2,3,4-tri-O-acetyl-6-O-(2,3-di-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside

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Chemical Property of (+)-menthyl 2,3,4-tri-O-acetyl-6-O-(2,3-di-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside

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Technology Process of (+)-menthyl 2,3,4-tri-O-acetyl-6-O-(2,3-di-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside

There total 7 articles about (+)-menthyl 2,3,4-tri-O-acetyl-6-O-(2,3-di-O-acetyl-β-D-glucopyranosyl)-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: 92.0%

: 1379664-78-4
(+)-menthyl 2,3,4-tri-O-acetyl-6-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-gluco-pyranosyl)-β-D-glucopyranoside

: 1379664-82-0
(+)-menthyl 2,3,4-tri-O-acetyl-6-O-(2,3-di-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: With acetic acid; In water; for 3h; Reflux; Inert atmosphere;
DOI:10.1016/j.bmcl.2012.04.035

Reference yield:

: 18423-99-9,54269-49-7
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl (1->6)-2,3,4-tri-O-acetyl-β-D-glucopyranoside

: 1379664-82-0
(+)-menthyl 2,3,4-tri-O-acetyl-6-O-(2,3-di-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / Inert atmosphere

2.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / Inert atmosphere

3.1: methanol; sodium methylate / 6 h / Inert atmosphere

4.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 2 h / 65 °C / Inert atmosphere

4.2: Inert atmosphere

5.1: pyridine; dmap / N,N-dimethyl-formamide / Inert atmosphere

6.1: acetic acid / water / 3 h / Reflux; Inert atmosphere

With pyridine; methanol; dmap; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2012.04.035

Reference yield:

: (+)-menthyl 2,3,4-tri-O-acetyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside

: 1379664-82-0
(+)-menthyl 2,3,4-tri-O-acetyl-6-O-(2,3-di-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol; sodium methylate / 6 h / Inert atmosphere

2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 2 h / 65 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: pyridine; dmap / N,N-dimethyl-formamide / Inert atmosphere

4.1: acetic acid / water / 3 h / Reflux; Inert atmosphere

With pyridine; methanol; dmap; sodium methylate; toluene-4-sulfonic acid; acetic acid; In water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2012.04.035