3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol

Base Information

Chemical Name:3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol
CAS No.:428818-13-7
Molecular Formula:C₃₈H₄₉N₃O₁₅
Molecular Weight:787.818
Hs Code.:

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

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

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

There total 4 articles about 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-3,4-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: 51.0%

: 167939-15-3
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl trichloroacetimidate

: 428818-07-9
2,5-di-O-benzyl-3,4-O-(2',3'-dimethylbutane-2',3'-diyl)-D-chiro-inositol

: 428818-13-7
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol

Guidance literature:: 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl trichloroacetimidate; 2,5-di-O-benzyl-3,4-O-(2',3'-dimethylbutane-2',3'-diyl)-D-chiro-inositol; With 4 A molecular sieve; In dichloromethane; at 20 ℃; for 1h;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 1h; Further stages.;
DOI:10.1002/1099-0690(200203)2002:5<881::AID-EJOC881>3.0.CO;2-Z

Reference yield:

: 100-39-0
benzyl bromide

: 428818-13-7
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₂SnO / acetonitrile / 24 h / Heating

1.2: 35 percent / cesium fluoride / dimethylformamide / 24 h / 20 °C

2.1: 85 percent / CSA / methanol / 1 h / Heating

3.1: 4A molecular sieves / CH₂Cl₂ / 1 h / 20 °C

3.2: 51 percent / TMSOTf / CH₂Cl₂ / 1 h / 20 °C

With 4 A molecular sieve; camphor-10-sulfonic acid; di(n-butyl)tin oxide; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/1099-0690(200203)2002:5<881::AID-EJOC881>3.0.CO;2-Z

Reference yield:

: D-chiro-inositol

: 428818-13-7
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₂SnO / acetonitrile / 24 h / Heating

1.2: 35 percent / cesium fluoride / dimethylformamide / 24 h / 20 °C

2.1: 85 percent / CSA / methanol / 1 h / Heating

3.1: 4A molecular sieves / CH₂Cl₂ / 1 h / 20 °C

3.2: 51 percent / TMSOTf / CH₂Cl₂ / 1 h / 20 °C

With 4 A molecular sieve; camphor-10-sulfonic acid; di(n-butyl)tin oxide; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/1099-0690(200203)2002:5<881::AID-EJOC881>3.0.CO;2-Z