2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranosyl chloride

Base Information

Chemical Name:2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranosyl chloride
CAS No.:78878-52-1
Molecular Formula:C₃₂H₃₅ClO₇
Molecular Weight:567.079
Hs Code.:

Synonyms:2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranosyl chloride

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Chemical Property of 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranosyl chloride

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Technology Process of 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranosyl chloride

There total 14 articles about 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranosyl chloride 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:

: 6207-47-2
allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside

: 78878-52-1
2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranosyl chloride

Guidance literature:: Multi-step reaction with 8 steps

1: sodium hydride / benzene

2: hydrochloric acid (0.5M) / methanol

3: 1.) methanol, heating, 1 h; 2.) N,N-dimethylformamide, 100 deg C, 30 min

4: 81 percent / potassium tert-butoxide / dimethylformamide / 2 h / 85 °C

5: 84 percent / pyridine / 45 h / -35 - 20 °C

6: p-toluenesulfonic acid / CHCl₃ / 0.5 h

7: 72 percent / mercuric oxide, mercuric chloride / acetone; H₂O / 0.08 h / Ambient temperature

8: hexamethylphosphorous triamide, carbon tetrachloride / CH₂Cl₂ / 1.) -45 deg C, 1 h; 2.) room temperature

With hydrogenchloride; tetrachloromethane; potassium tert-butylate; sodium hydride; toluene-4-sulfonic acid; mercury dichloride; mercury(II) oxide; Hexamethylphosphorous triamide; In pyridine; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0008-6215(00)80851-4

Reference yield:

: 98-88-4
benzoyl chloride

: 78878-52-1
2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranosyl chloride

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 0.75 h / -35 - 20 °C

2: hydrochloric acid (0.5M) / methanol

3: 1.) methanol, heating, 1 h; 2.) N,N-dimethylformamide, 100 deg C, 30 min

4: 93 percent / diazabicyclo<2.2.2.>octane, tris(triphenylphosphine)rhodium(I) chloride / ethanol / 2 h / Heating

5: p-toluenesulfonic acid / CHCl₃ / 0.5 h

6: 72 percent / mercuric oxide, mercuric chloride / acetone; H₂O / 0.08 h / Ambient temperature

7: hexamethylphosphorous triamide, carbon tetrachloride / CH₂Cl₂ / 1.) -45 deg C, 1 h; 2.) room temperature

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; tetrachloromethane; Wilkinson's catalyst; toluene-4-sulfonic acid; mercury dichloride; mercury(II) oxide; Hexamethylphosphorous triamide; In pyridine; methanol; ethanol; dichloromethane; chloroform; water; acetone;
DOI:10.1016/S0008-6215(00)80851-4

Reference yield:

: 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-D-galactopyranose

: 78878-52-1
2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranosyl chloride

Guidance literature:: With tetrachloromethane; Hexamethylphosphorous triamide; In dichloromethane; 1.) -45 deg C, 1 h; 2.) room temperature;
DOI:10.1016/S0008-6215(00)80851-4