(2R,3R,4R,5S,6S)-2-[(acetyloxy)methyl]-6-(4-bromophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

• Chemical Name: (2R,3R,4R,5S,6S)-2-[(acetyloxy)methyl]-6-(4-bromophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS No.: 852204-49-0
• Molecular Formula: C₂₀H₂₃BrO₉
• Molecular Weight: 487.301

Synonyms:(2R,3R,4R,5S,6S)-2-[(acetyloxy)methyl]-6-(4-bromophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Chemical Property of (2R,3R,4R,5S,6S)-2-[(acetyloxy)methyl]-6-(4-bromophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Chemical Property:

Purity/Quality:

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Technology Process of (2R,3R,4R,5S,6S)-2-[(acetyloxy)methyl]-6-(4-bromophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 9 articles about (2R,3R,4R,5S,6S)-2-[(acetyloxy)methyl]-6-(4-bromophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 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: 45.0%

→ (2R,3R,4R,5S,6S)-2-[(acetyloxy)methyl]-6-(4-bromophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (852204-49-0)

Guidance literature:

Reference yield:

acetic anhydride (108-24-7) + (4-bromophenyl)magnesium bromide (18620-02-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → (2R,3R,4R,5S,6S)-2-[(acetyloxy)methyl]-6-(4-bromophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (852204-49-0)

Guidance literature:

(4-bromophenyl)magnesium bromide; 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide; In diethyl ether; at 20 ℃; for 72h;

With water; acetic acid; In diethyl ether; at 0 ℃;

acetic anhydride; With pyridine; at 0 - 20 ℃; for 35.5h;

Reference yield:

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3) + (4-bromophenyl)magnesium bromide (18620-02-5) → (2R,3R,4R,5S,6S)-2-[(acetyloxy)methyl]-6-(4-bromophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (852204-49-0)

Guidance literature:

With acetic anhydride; In pyridine;

upstream raw materials:

acetic anhydride

(4-bromophenyl)magnesium bromide

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide

Downstream raw materials:

(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-D-glucitol

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