4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-α-D-glucopyranosyl 1-dibenzyl phosphate

Base Information

Chemical Name:4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-α-D-glucopyranosyl 1-dibenzyl phosphate
CAS No.:459170-52-6
Molecular Formula:C₃₈H₃₉F₃NO₁₀PSe
Molecular Weight:836.657
Hs Code.:

Synonyms:4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-α-D-glucopyranosyl 1-dibenzyl phosphate

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Chemical Property of 4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-α-D-glucopyranosyl 1-dibenzyl phosphate

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Technology Process of 4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-α-D-glucopyranosyl 1-dibenzyl phosphate

There total 1 articles about 4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-α-D-glucopyranosyl 1-dibenzyl phosphate 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: 84.0%

: 990-91-0
dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate

: 4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-D-glucopyranose

: Acetic acid (3aR,5S,6S,7R,7aR)-7-benzyloxymethoxy-5-phenylselanylmethyl-2-trifluoromethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazol-6-yl ester

: 459170-52-6
4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-α-D-glucopyranosyl 1-dibenzyl phosphate

Guidance literature:: 4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-D-glucopyranose; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 2.33333h;
DOI:10.1021/ja0127234

Reference yield:

: 459170-52-6
4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-α-D-glucopyranosyl 1-dibenzyl phosphate

: 459170-65-1
C₃₈H₃₉F₃NO₁₁PSe

Guidance literature:: With sodium periodate; sodium hydrogencarbonate; In methanol; for 1.5h;
DOI:10.1021/ja0127234

Reference yield:

: 459170-52-6
4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-trifluoroacetamido-α-D-glucopyranosyl 1-dibenzyl phosphate

: 459170-53-7
4-O-acetyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-5,6-didehydro-2-trifluoroacetamido-α-D-glucopyranosyl 1-dibenzyl phosphate

Guidance literature:: Multi-step reaction with 2 steps

1: NaIO₄; aq. NaHCO₃ / methanol / 1.5 h

2: 480 mg / dihydropyran / 4.75 h / Heating

With 3,4-dihydro-2H-pyran; sodium periodate; sodium hydrogencarbonate; In methanol;
DOI:10.1021/ja0127234