1,2-O-isopropylidene-3,5-di-O-p-methoxybenzoyl-α-D-xylofuranose

Base Information

• Chemical Name: 1,2-O-isopropylidene-3,5-di-O-p-methoxybenzoyl-α-D-xylofuranose
• CAS No.: 869383-87-9
• Molecular Formula: C₂₄H₂₆O₉
• Molecular Weight: 458.465
• Mol file: 869383-87-9.mol

Synonyms:1,2-O-isopropylidene-3,5-di-O-p-methoxybenzoyl-α-D-xylofuranose

Chemical Property of 1,2-O-isopropylidene-3,5-di-O-p-methoxybenzoyl-α-D-xylofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-O-isopropylidene-3,5-di-O-p-methoxybenzoyl-α-D-xylofuranose

There total 1 articles about 1,2-O-isopropylidene-3,5-di-O-p-methoxybenzoyl-α-D-xylofuranose 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: 95.4%

4-methoxy-benzoyl chloride (100-07-2) + 1,2-O-isopropylidene-α-D-xylose (20031-21-4) → 1,2-O-isopropylidene-3,5-di-O-p-methoxybenzoyl-α-D-xylofuranose (869383-87-9)

Guidance literature:

With pyridine; at 60 - 65 ℃; for 6.5h;

DOI:10.1016/j.tetlet.2005.09.139

Reference yield:

1,2-O-isopropylidene-3,5-di-O-p-methoxybenzoyl-α-D-xylofuranose (869383-87-9) → 3,5-di-O-p-methoxybenzoyl-D-xylofuranose

Guidance literature:

With sulfuric acid; In water; acetic acid; at 95 ℃; for 5h;

DOI:10.1016/j.tetlet.2005.09.139

Reference yield:

1,2-O-isopropylidene-3,5-di-O-p-methoxybenzoyl-α-D-xylofuranose (869383-87-9) → 4-methoxybenzoic acid 5-(4-amino-5-fluoro-2-oxo-2H-pyrimidin-1-yl)-2,5-dihydrofuran-2-ylmethyl ester (869383-89-1)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄ / acetic acid; H₂O / 5 h / 95 °C

2: 23 percent / I₂; polymer bound triphenylphosphine; imidazole / CH₂Cl₂ / 1 h / 20 °C

3: 35 percent / DBU / Pd(Ph₃P)4 / acetonitrile; 1-methyl-pyrrolidin-2-one / 48 h / 33 °C

With 1H-imidazole; polymer bound triphenylphosphine; sulfuric acid; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; dichloromethane; water; acetic acid; acetonitrile; 3: Ferrier rearrangement;

DOI:10.1016/j.tetlet.2005.09.139

upstream raw materials:

4-methoxy-benzoyl chloride

1,2-O-isopropylidene-α-D-xylose

Downstream raw materials:

1,4-anhydro-3',5'-di-p-methoxybenzoyloxy-2-deoxy-D-threo-pent-1-enitol

4-methoxybenzoic acid 5-(4-amino-5-fluoro-2-oxo-2H-pyrimidin-1-yl)-2,5-dihydrofuran-2-ylmethyl ester

β-D-2',3'-didehydro-2',3'-dideoxy-5-fluorocytidine