1,4,5,6-tetra-O-benzoyl-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol

Base Information

Chemical Name:1,4,5,6-tetra-O-benzoyl-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol
CAS No.:914481-40-6
Molecular Formula:C₄₀H₃₈O₁₂
Molecular Weight:710.735
Hs Code.:

Synonyms:1,4,5,6-tetra-O-benzoyl-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol

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Chemical Property of 1,4,5,6-tetra-O-benzoyl-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol

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Technology Process of 1,4,5,6-tetra-O-benzoyl-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol

There total 1 articles about 1,4,5,6-tetra-O-benzoyl-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol 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%

: 431-03-8
dimethylglyoxal

: 149-73-5
trimethyl orthoformate

: 1,4,5,6-tetra-O-benzoyl-D-chiro-inositol

: 914481-40-6
1,4,5,6-tetra-O-benzoyl-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol

Guidance literature:: With camphor-10-sulfonic acid; In methanol; for 5h; Heating;
DOI:10.1002/ejoc.200600125

Reference yield:

: 914481-40-6
1,4,5,6-tetra-O-benzoyl-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol

: 914481-59-7
2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->3)-1,4,5,6-tetra-O-benzyl-D-chiro-inositol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / MeONa / methanol; tetrahydrofuran / 2 h / 20 °C

2.1: sodium hydride; tetrabutylammonium iodide / dimethylformamide / 0.5 h / 0 °C

2.2: 91 percent / dimethylformamide / 12 h / 20 °C

3.1: 86 percent / aq. TFA / 4 h / 20 °C

4.1: 6 percent / TMSOTf / diethyl ether / 1 h / -40 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200600125

Reference yield:

: 914481-40-6
1,4,5,6-tetra-O-benzoyl-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol

: 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl-β(1->2)-1,4,5,6-tetra-O-benzyl-D-chiro-inositol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / MeONa / methanol; tetrahydrofuran / 2 h / 20 °C

2.1: sodium hydride; tetrabutylammonium iodide / dimethylformamide / 0.5 h / 0 °C

2.2: 91 percent / dimethylformamide / 12 h / 20 °C

3.1: 86 percent / aq. TFA / 4 h / 20 °C

4.1: 16 percent / TMSOTf / diethyl ether / 1 h / -40 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200600125