dibenzyl 2,3,6-tri-O-benzoyl-5-deoxy-5-fluoro-α-D-galactofuranose monophosphate

Base Information

Chemical Name:dibenzyl 2,3,6-tri-O-benzoyl-5-deoxy-5-fluoro-α-D-galactofuranose monophosphate
CAS No.:1370711-75-3
Molecular Formula:C₄₁H₃₆FO₁₁P
Molecular Weight:754.702
Hs Code.:

Synonyms:dibenzyl 2,3,6-tri-O-benzoyl-5-deoxy-5-fluoro-α-D-galactofuranose monophosphate

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Chemical Property of dibenzyl 2,3,6-tri-O-benzoyl-5-deoxy-5-fluoro-α-D-galactofuranose monophosphate

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Technology Process of dibenzyl 2,3,6-tri-O-benzoyl-5-deoxy-5-fluoro-α-D-galactofuranose monophosphate

There total 12 articles about dibenzyl 2,3,6-tri-O-benzoyl-5-deoxy-5-fluoro-α-D-galactofuranose monophosphate 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:

: 1623-08-1
phosphoric acid dibenzyl ester

: C₂₇H₂₂BrFO₇

: 1370711-75-3
dibenzyl 2,3,6-tri-O-benzoyl-5-deoxy-5-fluoro-α-D-galactofuranose monophosphate

Guidance literature:: With triethylamine; In toluene; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ja301723p

Reference yield:

: 29388-46-3
methyl 2,3-di-O-benzyl-α-D-galactopyranoside

: 1370711-75-3
dibenzyl 2,3,6-tri-O-benzoyl-5-deoxy-5-fluoro-α-D-galactofuranose monophosphate

Guidance literature:: Multi-step reaction with 11 steps

1.1: 1H-imidazole; iodine; triphenylphosphine / tetrahydrofuran / 2 h / 50 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 - -40 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 48 h / 0 - 20 °C / Inert atmosphere

4.1: [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); water; acetic acid / tetrahydrofuran / Inert atmosphere

5.1: di(n-butyl)tin oxide / toluene / 5 h / Inert atmosphere; Reflux

5.2: Inert atmosphere; Reflux

6.1: diethylamino-sulfur trifluoride / dichloromethane / 1.5 h / -10 - 20 °C / Inert atmosphere

7.1: 10% Pd(OH)2/C; hydrogen / methanol / 20 °C

8.1: pyridine; dmap / 1.08 h / 0 - 20 °C / Inert atmosphere

9.1: sulfuric acid / 1.5 h / 20 °C / Inert atmosphere

10.1: hydrogen bromide; acetic acid / dichloromethane / 4.33 h / 0 - 20 °C / Inert atmosphere

11.1: triethylamine / toluene / 3 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); n-butyllithium; diethylamino-sulfur trifluoride; sulfuric acid; 10% Pd(OH)2/C; water; hydrogen bromide; hydrogen; iodine; di(n-butyl)tin oxide; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1021/ja301723p

Reference yield:

: 16895-91-3,16895-96-8,16895-97-9,20869-17-4,20869-18-5,21090-87-9
methyl 2,3-di-O-benzyl-β-L-altrofuranoside

: 1370711-75-3
dibenzyl 2,3,6-tri-O-benzoyl-5-deoxy-5-fluoro-α-D-galactofuranose monophosphate

Guidance literature:: Multi-step reaction with 7 steps

1.1: di(n-butyl)tin oxide / toluene / 5 h / Inert atmosphere; Reflux

1.2: Inert atmosphere; Reflux

2.1: diethylamino-sulfur trifluoride / dichloromethane / 1.5 h / -10 - 20 °C / Inert atmosphere

3.1: 10% Pd(OH)2/C; hydrogen / methanol / 20 °C

4.1: pyridine; dmap / 1.08 h / 0 - 20 °C / Inert atmosphere

5.1: sulfuric acid / 1.5 h / 20 °C / Inert atmosphere

6.1: hydrogen bromide; acetic acid / dichloromethane / 4.33 h / 0 - 20 °C / Inert atmosphere

7.1: triethylamine / toluene / 3 h / 20 °C / Inert atmosphere

With pyridine; dmap; diethylamino-sulfur trifluoride; sulfuric acid; 10% Pd(OH)2/C; hydrogen bromide; hydrogen; di(n-butyl)tin oxide; acetic acid; triethylamine; In methanol; dichloromethane; toluene;
DOI:10.1021/ja301723p