2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-D-chiro-inositol

Base Information

Chemical Name:2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-D-chiro-inositol
CAS No.:428818-18-2
Molecular Formula:C₂₆H₃₃N₃O₁₀
Molecular Weight:547.562
Hs Code.:

Synonyms:2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-D-chiro-inositol

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Chemical Property of 2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-D-chiro-inositol

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Technology Process of 2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-D-chiro-inositol

There total 7 articles about 2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-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: 100.0%

: 428818-17-1
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-D-chiro-inositol

: 428818-18-2
2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-D-chiro-inositol

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 1h;
DOI:10.1002/1099-0690(200203)2002:5<881::AID-EJOC881>3.0.CO;2-Z

Reference yield:

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

: 428818-18-2
2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-D-chiro-inositol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4A molecular sieves / CH₂Cl₂ / 1 h / 20 °C

1.2: 51 percent / TMSOTf / CH₂Cl₂ / 1 h / 20 °C

2.1: 100 percent / trifluoroacetic acid; water / 0.25 h / 20 °C

3.1: 100 percent / MeONa / methanol / 1 h / 20 °C

With 4 A molecular sieve; water; sodium methylate; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1002/1099-0690(200203)2002:5<881::AID-EJOC881>3.0.CO;2-Z

Reference yield:

: 100-39-0
benzyl bromide

: 428818-18-2
2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-D-chiro-inositol

Guidance literature:: Multi-step reaction with 5 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

4.1: 100 percent / trifluoroacetic acid; water / 0.25 h / 20 °C

5.1: 100 percent / MeONa / methanol / 1 h / 20 °C

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