1-propenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranoside

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Chemical Name:1-propenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranoside
CAS No.:78878-48-5
Molecular Formula:C₃₅H₄₀O₈
Molecular Weight:588.698
Hs Code.:

Synonyms:1-propenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranoside

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Chemical Property of 1-propenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranoside

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Technology Process of 1-propenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranoside

There total 11 articles about 1-propenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranoside 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

: 78878-48-5
1-propenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 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

With hydrogenchloride; potassium tert-butylate; sodium hydride; toluene-4-sulfonic acid; In pyridine; methanol; chloroform; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(00)80851-4

Reference yield:

: 98-88-4
benzoyl chloride

: 78878-48-5
1-propenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 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

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; Wilkinson's catalyst; toluene-4-sulfonic acid; In pyridine; methanol; ethanol; chloroform;
DOI:10.1016/S0008-6215(00)80851-4

Reference yield:

: 55941-99-6
allyl 6-O-benzyl-2-O-(2-butenyl)-3,4-O-isopropylidene-α-D-galactopyranoside

: 78878-48-5
1-propenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-(tetrahydro-2-pyranyl)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: hydrochloric acid (0.5M) / methanol

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

3: 81 percent / potassium tert-butoxide / dimethylformamide / 2 h / 85 °C

4: 84 percent / pyridine / 45 h / -35 - 20 °C

5: p-toluenesulfonic acid / CHCl₃ / 0.5 h

With hydrogenchloride; potassium tert-butylate; toluene-4-sulfonic acid; In pyridine; methanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)80851-4