2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->6)-4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1,2-O-isopropylidene-3-O-methyl-D-chiro-inositol

Base Information

Chemical Name:2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->6)-4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1,2-O-isopropylidene-3-O-methyl-D-chiro-inositol
CAS No.:434335-28-1
Molecular Formula:C₄₅H₅₇N₃O₁₂
Molecular Weight:831.96
Hs Code.:

2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->6)-4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1,2-O-isopropylidene-3-O-methyl-D-chiro-inositol

Synonyms:2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->6)-4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1,2-O-isopropylidene-3-O-methyl-D-chiro-inositol

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Chemical Property of 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->6)-4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1,2-O-isopropylidene-3-O-methyl-D-chiro-inositol

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Technology Process of 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->6)-4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1,2-O-isopropylidene-3-O-methyl-D-chiro-inositol

There total 4 articles about 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->6)-4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1,2-O-isopropylidene-3-O-methyl-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: 46.0%

: 94715-55-6
O-(2-deoxy-2-azido-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

: 434335-31-6
4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1,2-O-isopropylidene-3-O-methyl-D-chiro-inositol

: 434335-28-1
2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->6)-4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1,2-O-isopropylidene-3-O-methyl-D-chiro-inositol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In hexane; dichloromethane; at 0 ℃; for 24h;
DOI:10.1002/1099-0690(200203)2002:5<889::AID-EJOC889>3.0.CO;2-3

Reference yield:

: 10284-63-6
pinitol

: 434335-28-1
2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->6)-4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1,2-O-isopropylidene-3-O-methyl-D-chiro-inositol

Guidance literature:: Multi-step reaction with 3 steps

1: 45 percent / 1-(S)-(+)-10-camphorsulfonic acid; triemthyl orthoformate / methanol / 24 h / 70 °C

2: 81 percent / p-toluenesulfonic acid monohydrate / acetone / 1 h

3: 46 percent / TMSOTf; 4A molecular sieves / CH₂Cl₂; hexane / 24 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; (1S)-10-camphorsulfonic acid; toluene-4-sulfonic acid; trimethyl orthoformate; In methanol; hexane; dichloromethane; acetone;
DOI:10.1002/1099-0690(200203)2002:5<889::AID-EJOC889>3.0.CO;2-3

Reference yield:

: 163125-34-6
1,1,2,2-tetramethoxycyclohexane

: 434335-28-1
2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->6)-4,5-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1,2-O-isopropylidene-3-O-methyl-D-chiro-inositol

Guidance literature:: Multi-step reaction with 3 steps

1: 45 percent / 1-(S)-(+)-10-camphorsulfonic acid; triemthyl orthoformate / methanol / 24 h / 70 °C

2: 81 percent / p-toluenesulfonic acid monohydrate / acetone / 1 h

3: 46 percent / TMSOTf; 4A molecular sieves / CH₂Cl₂; hexane / 24 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; (1S)-10-camphorsulfonic acid; toluene-4-sulfonic acid; trimethyl orthoformate; In methanol; hexane; dichloromethane; acetone;
DOI:10.1002/1099-0690(200203)2002:5<889::AID-EJOC889>3.0.CO;2-3