benzyl 2,3-di-O-acetyl-4-deoxy-4-fluoro-6-O-para-methoxybenzyl-β-D-galactopyranoside

Base Information

Chemical Name:benzyl 2,3-di-O-acetyl-4-deoxy-4-fluoro-6-O-para-methoxybenzyl-β-D-galactopyranoside
CAS No.:461026-04-0
Molecular Formula:C₂₅H₂₉FO₈
Molecular Weight:476.499
Hs Code.:

Synonyms:benzyl 2,3-di-O-acetyl-4-deoxy-4-fluoro-6-O-para-methoxybenzyl-β-D-galactopyranoside

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Chemical Property of benzyl 2,3-di-O-acetyl-4-deoxy-4-fluoro-6-O-para-methoxybenzyl-β-D-galactopyranoside

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Technology Process of benzyl 2,3-di-O-acetyl-4-deoxy-4-fluoro-6-O-para-methoxybenzyl-β-D-galactopyranoside

There total 9 articles about benzyl 2,3-di-O-acetyl-4-deoxy-4-fluoro-6-O-para-methoxybenzyl-β-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:

: Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-benzyloxy-6-(4-methoxy-benzyloxymethyl)-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester

: 461026-04-0
benzyl 2,3-di-O-acetyl-4-deoxy-4-fluoro-6-O-para-methoxybenzyl-β-D-galactopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/ja020627c

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-glucose pentaacetate

: 461026-04-0
benzyl 2,3-di-O-acetyl-4-deoxy-4-fluoro-6-O-para-methoxybenzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / HBr; AcOH / CH₂Cl₂ / 0 - 20 °C

2: 68 percent / Ag₂CO₃; I₂ / CH₂Cl₂ / 15 h / 20 °C

3: 99 percent / NaOMe; MeOH / 20 °C

4: 63 percent / camphorsulfonic acid / CHCl₃ / 2 h / Heating

5: 90 percent / pyridine / 20 °C

6: 91 percent / NaCNBH₃; TFA / tetrahydrofuran; CH₂Cl₂ / 19 h / 20 °C

7: pyridine / CH₂Cl₂ / -15 - 20 °C

8: 895 mg / TBAF / pyridine; CH₂Cl₂; tetrahydrofuran / 3 h / 20 °C

With pyridine; methanol; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen bromide; iodine; sodium methylate; sodium cyanoborohydride; acetic acid; silver carbonate; trifluoroacetic acid; In tetrahydrofuran; pyridine; dichloromethane; chloroform; 2: Koenigs-Knorr reaction / 3: Zemplen deacetylation;
DOI:10.1021/ja020627c

Reference yield:

: 4304-12-5
(2R,3R,4S,5S,6R)-2-(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 461026-04-0
benzyl 2,3-di-O-acetyl-4-deoxy-4-fluoro-6-O-para-methoxybenzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 63 percent / camphorsulfonic acid / CHCl₃ / 2 h / Heating

2: 90 percent / pyridine / 20 °C

3: 91 percent / NaCNBH₃; TFA / tetrahydrofuran; CH₂Cl₂ / 19 h / 20 °C

4: pyridine / CH₂Cl₂ / -15 - 20 °C

5: 895 mg / TBAF / pyridine; CH₂Cl₂; tetrahydrofuran / 3 h / 20 °C

With pyridine; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium cyanoborohydride; trifluoroacetic acid; In tetrahydrofuran; pyridine; dichloromethane; chloroform;
DOI:10.1021/ja020627c