Ethyl 3-O-Benzoyl-4-O-benzyl-1,3,6,7-tetradeoxy-D-arabino-octa-1,6(E)-dieno-1,5-pyranose Uronate

Base Information

• Chemical Name: Ethyl 3-O-Benzoyl-4-O-benzyl-1,3,6,7-tetradeoxy-D-arabino-octa-1,6(E)-dieno-1,5-pyranose Uronate
• CAS No.: 137792-77-9
• Molecular Formula: C₂₄H₂₄O₆
• Molecular Weight: 408.451
• Mol file: 137792-77-9.mol

Synonyms:Ethyl 3-O-Benzoyl-4-O-benzyl-1,3,6,7-tetradeoxy-D-arabino-octa-1,6(E)-dieno-1,5-pyranose Uronate

Chemical Property of Ethyl 3-O-Benzoyl-4-O-benzyl-1,3,6,7-tetradeoxy-D-arabino-octa-1,6(E)-dieno-1,5-pyranose Uronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Ethyl 3-O-Benzoyl-4-O-benzyl-1,3,6,7-tetradeoxy-D-arabino-octa-1,6(E)-dieno-1,5-pyranose Uronate

There total 1 articles about Ethyl 3-O-Benzoyl-4-O-benzyl-1,3,6,7-tetradeoxy-D-arabino-octa-1,6(E)-dieno-1,5-pyranose Uronate 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:

Benzoic acid (2R,3S,4R)-3-benzyloxy-2-hydroxymethyl-3,4-dihydro-2H-pyran-4-yl ester (120927-56-2) → Ethyl 3-O-Benzoyl-4-O-benzyl-1,3,6,7-tetradeoxy-D-arabino-octa-1,6(E)-dieno-1,5-pyranose Uronate (137792-77-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium chlorochromate, 4-Angstroem molecular sieves / CH₂Cl₂

2: 1) NaH / 1) THF, 0 deg C, 15 min, 2) THF, -78 deg C

With 4 A molecular sieve; sodium hydride; pyridinium chlorochromate; In dichloromethane;

DOI:10.1021/jo00028a033

Reference yield: 67.0%

methanol (67-56-1) + Ethyl 3-O-Benzoyl-4-O-benzyl-1,3,6,7-tetradeoxy-D-arabino-octa-1,6(E)-dieno-1,5-pyranose Uronate (137792-77-9) → Ethyl (Methyl 3-O-benzoyl-4-O-benzyl-2,6,7-trideoxy-2-iodo-α-D-manno-oct-6(E)-eno-1,5-pyranosid)uronate (120927-57-3)

Guidance literature:

With N-iodo-succinimide; In acetonitrile; for 6h; Ambient temperature;

DOI:10.1021/jo00028a033

upstream raw materials:

Benzoic acid (2R,3S,4R)-3-benzyloxy-2-hydroxymethyl-3,4-dihydro-2H-pyran-4-yl ester

Downstream raw materials:

Ethyl (Methyl 3-O-benzoyl-4-O-benzyl-2,6,7-trideoxy-2-iodo-α-D-manno-oct-6(E)-eno-1,5-pyranosid)uronate