3-O-Benzoyl-1,2:5,6-bis(di-O-isopropylidene)-alpha-D-allofuranose

Base Information

• Chemical Name: 3-O-Benzoyl-1,2:5,6-bis(di-O-isopropylidene)-alpha-D-allofuranose
• CAS No.: 29474-73-5
• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 364.395
• Mol file: 29474-73-5.mol

Synonyms:3-O-Benzoyl-1,2:5,6-bis(di-O-isopropylidene)-alpha-D-allofuranose

Chemical Property of 3-O-Benzoyl-1,2:5,6-bis(di-O-isopropylidene)-alpha-D-allofuranose

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

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Technology Process of 3-O-Benzoyl-1,2:5,6-bis(di-O-isopropylidene)-alpha-D-allofuranose

There total 12 articles about 3-O-Benzoyl-1,2:5,6-bis(di-O-isopropylidene)-alpha-D-allofuranose 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: 100.0%

benzoyl cyanide (613-90-1) + Diacetone D-glucose (2595-05-3) → (+)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranos-3-yl benzoate (29474-73-5)

Guidance literature:

With triethylamine; In acetonitrile; at 0 ℃;

DOI:10.1016/j.tet.2006.07.056

Reference yield: 95.0%

benzoyl chloride (98-88-4) + Diacetone D-glucose (2595-05-3) → (+)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranos-3-yl benzoate (29474-73-5)

Guidance literature:

In pyridine; at 20 ℃; for 6h;

DOI:10.1080/07328319908044857

Reference yield: 90.0%

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (350255-13-9) + benzoyl chloride (98-88-4) → 3-O-Benzoyl-1,2:5,6-di-O-isopropyliden-D-glucofuranose (13964-22-2,19131-07-8,26597-76-2,29474-73-5,31001-24-8)

Guidance literature:

With pyridine; at 0 - 40 ℃; for 3h;

upstream raw materials:

1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

benzoyl chloride

tetrabutylammonium benzoate

Downstream raw materials:

Benzoic acid (3aR,5R,6S,6aR)-5-(1,2-dihydroxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

3-O-benzoyl-1,2-O-isopropylidene-α-D-allofuranose

3-O-benzoyl-1,2-isopropylidene-α-D-ribo-pentodialdo-1,4-furanose

3-O-benzoyl-5,6-dideoxy-2,3-O-isopropylidene-α-D-ribo-hept-5(E)-enodilado-1,4-furanose

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