3-deoxy-3-methyl-4-O-methyl-6-O-(4-methylphenylsulfonyl)-1,2-O-(1-methylethylidene)-D-myo-inositol

Base Information

Chemical Name:3-deoxy-3-methyl-4-O-methyl-6-O-(4-methylphenylsulfonyl)-1,2-O-(1-methylethylidene)-D-myo-inositol
CAS No.:191355-74-5
Molecular Formula:C₁₈H₂₆O₇S
Molecular Weight:386.466
Hs Code.:

Synonyms:3-deoxy-3-methyl-4-O-methyl-6-O-(4-methylphenylsulfonyl)-1,2-O-(1-methylethylidene)-D-myo-inositol

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Chemical Property of 3-deoxy-3-methyl-4-O-methyl-6-O-(4-methylphenylsulfonyl)-1,2-O-(1-methylethylidene)-D-myo-inositol

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Technology Process of 3-deoxy-3-methyl-4-O-methyl-6-O-(4-methylphenylsulfonyl)-1,2-O-(1-methylethylidene)-D-myo-inositol

There total 5 articles about 3-deoxy-3-methyl-4-O-methyl-6-O-(4-methylphenylsulfonyl)-1,2-O-(1-methylethylidene)-D-myo-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: 82.0%

: 141546-64-7
1D-(1,2,3,5/4,6)-1,2-O-isopropylidene-3-methyl-4-O-methylcyclohexane-1,2,3,4,5-pentol

: 98-59-9
p-toluenesulfonyl chloride

: 191355-74-5
3-deoxy-3-methyl-4-O-methyl-6-O-(4-methylphenylsulfonyl)-1,2-O-(1-methylethylidene)-D-myo-inositol

Guidance literature:: 1D-(1,2,3,5/4,6)-1,2-O-isopropylidene-3-methyl-4-O-methylcyclohexane-1,2,3,4,5-pentol; With di(n-butyl)tin oxide; In methanol; for 40h; Heating;

p-toluenesulfonyl chloride; With dmap; In 1,4-dioxane; at 20 ℃; for 48h;
DOI:10.1246/bcsj.79.921

Reference yield: 37.0%

: 141546-64-7
1D-(1,2,3,5/4,6)-1,2-O-isopropylidene-3-methyl-4-O-methylcyclohexane-1,2,3,4,5-pentol

: 98-59-9
p-toluenesulfonyl chloride

: Toluene-4-sulfonic acid (3aS,4S,5R,6R,7R,7aR)-4-hydroxy-6-methoxy-2,2,7-trimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester

: 191355-74-5
3-deoxy-3-methyl-4-O-methyl-6-O-(4-methylphenylsulfonyl)-1,2-O-(1-methylethylidene)-D-myo-inositol

Guidance literature:: With pyridine; dmap; at 50 ℃;
DOI:10.1039/a701404j

Reference yield:

: 75348-09-3
2L-2,3:4,5-Di-O-isopropyliden-6-O-methyl-(4,6/2,3,5)-pentahydroxy-cyclohexanon

: 191355-74-5
3-deoxy-3-methyl-4-O-methyl-6-O-(4-methylphenylsulfonyl)-1,2-O-(1-methylethylidene)-D-myo-inositol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 64 percent / [Cp₂TiCl₂] / tetrahydrofuran; toluene / 3 h / 20 °C

2.1: 80 percent / p-toluenesulfonic acid monohydrate / methanol / 5 h / 0 °C

3.1: 95 percent / H₂; Raney-Ni / ethanol / 3 h / 20 °C / atmospheric pressure

4.1: n-Bu₂SnO / methanol / 40 h / Heating

4.2: 82 percent / 4-(dimethylamino)pyridine / dioxane / 48 h / 20 °C

With hydrogen; nickel; di(n-butyl)tin oxide; toluene-4-sulfonic acid; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; methanol; ethanol; toluene;
DOI:10.1246/bcsj.79.921