α,β-3,4-bis-(O-benzyl)-2-deoxy-2-iodo-6-O-tosyl-D-galactozyl trichloroacetimidate

Base Information

Chemical Name:α,β-3,4-bis-(O-benzyl)-2-deoxy-2-iodo-6-O-tosyl-D-galactozyl trichloroacetimidate
CAS No.:548459-87-6
Molecular Formula:C₂₉H₂₉Cl₃INO₇S
Molecular Weight:768.881
Hs Code.:

Synonyms:α,β-3,4-bis-(O-benzyl)-2-deoxy-2-iodo-6-O-tosyl-D-galactozyl trichloroacetimidate

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Chemical Property of α,β-3,4-bis-(O-benzyl)-2-deoxy-2-iodo-6-O-tosyl-D-galactozyl trichloroacetimidate

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Technology Process of α,β-3,4-bis-(O-benzyl)-2-deoxy-2-iodo-6-O-tosyl-D-galactozyl trichloroacetimidate

There total 5 articles about α,β-3,4-bis-(O-benzyl)-2-deoxy-2-iodo-6-O-tosyl-D-galactozyl trichloroacetimidate 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: 55.0%

: 545-06-2
trichloroacetonitrile

: Toluene-4-sulfonic acid (2R,3S,4S,5R)-3,4-bis-benzyloxy-6-hydroxy-5-iodo-tetrahydro-pyran-2-ylmethyl ester

: 548459-87-6
α,β-3,4-bis-(O-benzyl)-2-deoxy-2-iodo-6-O-tosyl-D-galactozyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ol034393t

Reference yield:

: 130323-37-4
(2R,3R,4R)-(3,4-bis(benzyloxy)-3,4-dihydro-2H-pyran-2-yl)methanol

: 548459-87-6
α,β-3,4-bis-(O-benzyl)-2-deoxy-2-iodo-6-O-tosyl-D-galactozyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 3 h

2: 57 percent / N-iodosuccinimide / CH₂Cl₂ / 0.67 h / 23 °C

3: hydrazine / H₂O; methanol; ethanol / 16 h

4: 55 percent / DBU / CH₂Cl₂ / 1 h / 0 °C

With dmap; N-iodo-succinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; hydrazine; In methanol; ethanol; dichloromethane; water;
DOI:10.1021/ol034393t

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 548459-87-6
α,β-3,4-bis-(O-benzyl)-2-deoxy-2-iodo-6-O-tosyl-D-galactozyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 3 h

2: 57 percent / N-iodosuccinimide / CH₂Cl₂ / 0.67 h / 23 °C

3: hydrazine / H₂O; methanol; ethanol / 16 h

4: 55 percent / DBU / CH₂Cl₂ / 1 h / 0 °C

With dmap; N-iodo-succinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; hydrazine; In methanol; ethanol; dichloromethane; water;
DOI:10.1021/ol034393t