p-methoxyphenyl 3,4-di-O-acetyl-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-β-D-glucopyranoside

Base Information

Chemical Name:p-methoxyphenyl 3,4-di-O-acetyl-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-β-D-glucopyranoside
CAS No.:459170-45-7
Molecular Formula:C₂₅H₂₆F₃NO₈Se
Molecular Weight:604.439
Hs Code.:

Synonyms:p-methoxyphenyl 3,4-di-O-acetyl-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-β-D-glucopyranoside

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Chemical Property of p-methoxyphenyl 3,4-di-O-acetyl-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-β-D-glucopyranoside

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Technology Process of p-methoxyphenyl 3,4-di-O-acetyl-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-β-D-glucopyranoside

There total 7 articles about p-methoxyphenyl 3,4-di-O-acetyl-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-β-D-glucopyranoside 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: 88.0%

: 506-96-7
Acetyl bromide

: 459170-43-5
p-methoxyphenyl 4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-β-D-glucopyranoside

: 459170-45-7
p-methoxyphenyl 3,4-di-O-acetyl-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In chloroform; for 7h;
DOI:10.1021/ja0127234

Reference yield:

: 138906-43-1
4-methoxyphenyl 4,6-di-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 459170-45-7
p-methoxyphenyl 3,4-di-O-acetyl-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / NBS; BaCO₃ / CCl₄ / 1 h / Heating

2: 61 percent / i-Pr₂NEt / tetrahydrofuran / 27 h / Heating

3: 91 percent / Et₃N / tetrahydrofuran / 24 h / Heating

4: 96 percent / N₂H₄*H₂O / ethanol / 17 h / 95 - 110 °C

5: pyridine / 0.5 h

6: 1.18 g / pyridine / 20 °C

7: 88 percent / BF₃*Et₂O / CHCl₃ / 7 h

With pyridine; N-Bromosuccinimide; boron trifluoride diethyl etherate; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; barium carbonate; In tetrahydrofuran; tetrachloromethane; ethanol; chloroform;
DOI:10.1021/ja0127234

Reference yield:

: 459170-41-3
p-methoxyphenyl 3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-amino-β-D-glucopyranoside

: 459170-45-7
p-methoxyphenyl 3,4-di-O-acetyl-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 0.5 h

2: 1.18 g / pyridine / 20 °C

3: 88 percent / BF₃*Et₂O / CHCl₃ / 7 h

With pyridine; boron trifluoride diethyl etherate; In chloroform;
DOI:10.1021/ja0127234