1-O-Acetyl-2,4:5,6-di-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol

Base Information

• Chemical Name: 1-O-Acetyl-2,4:5,6-di-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol
• CAS No.: 141882-83-9
• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.438

Synonyms:1-O-Acetyl-2,4:5,6-di-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol

Chemical Property of 1-O-Acetyl-2,4:5,6-di-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol

Chemical Property:

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Technology Process of 1-O-Acetyl-2,4:5,6-di-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol

There total 1 articles about 1-O-Acetyl-2,4:5,6-di-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol 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:

2,4:5,6-Di-O-isopropylidene-D-glucose (6586-63-6) + acetic anhydride (108-24-7) + phenylmagnesium bromide → 1,3-di-O-acetyl-2,4:5,6-di-O-isopropylidene-1-C-phenyl-D-glycero-D-gulo-hexitol (141882-84-0,141978-07-6) + 1-O-Acetyl-2,4:5,6-di-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol (141882-83-9)

Guidance literature:

With pyridine; dmap; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, 2 h, reflux, 2) CH₂Cl₂, 0 deg C to room temp., 12 h;

DOI:10.1039/P19920000887

Reference yield: 100.0%

1-O-Acetyl-2,4:5,6-di-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol (141882-83-9) → 2,4:5,6-Di-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol (141882-82-8,141978-06-5)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

DOI:10.1039/P19920000887

Reference yield: 67.0%

1-O-Acetyl-2,4:5,6-di-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol (141882-83-9) → 1-O-acetyl-2,4-O-isopropylidene-1-C-phenyl-D-glycero-D-iodo-hexitol (144336-34-5)

Guidance literature:

With acetic acid; for 8h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89441-2

upstream raw materials:

2,4:5,6-Di-O-isopropylidene-D-glucose

acetic anhydride

Downstream raw materials:

2,4:5,6-Di-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol

1-O-acetyl-2,4-O-isopropylidene-1-C-phenyl-D-glycero-D-iodo-hexitol

2,4-O-isopropylidene-5-C-phenyl-D-ido-pentose

2,4-O-isopropylidene-1-C-phenyl-D-glycero-D-ido-hexitol

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