3-O-benzyl-4,5-dideoxy-1,2-O-isopropylidene-α-L-glycero-hex-4-en-2-ulopyranose

Base Information

Chemical Name:3-O-benzyl-4,5-dideoxy-1,2-O-isopropylidene-α-L-glycero-hex-4-en-2-ulopyranose
CAS No.:132369-48-3
Molecular Formula:C₁₆H₂₀O₄
Molecular Weight:276.332
Hs Code.:

Synonyms:3-O-benzyl-4,5-dideoxy-1,2-O-isopropylidene-α-L-glycero-hex-4-en-2-ulopyranose

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Chemical Property of 3-O-benzyl-4,5-dideoxy-1,2-O-isopropylidene-α-L-glycero-hex-4-en-2-ulopyranose

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Technology Process of 3-O-benzyl-4,5-dideoxy-1,2-O-isopropylidene-α-L-glycero-hex-4-en-2-ulopyranose

There total 4 articles about 3-O-benzyl-4,5-dideoxy-1,2-O-isopropylidene-α-L-glycero-hex-4-en-2-ulopyranose 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: 54.0%

: 70551-32-5
10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol

: 1245436-35-4
3-O-benzyl-5-deoxy-5-iodo-1,2-O-isopropylidene-α-L-sorbopyranose

: 132369-48-3
3-O-benzyl-4,5-dideoxy-1,2-O-isopropylidene-α-L-glycero-hex-4-en-2-ulopyranose

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In toluene; at 110 ℃; for 1h; stereoselective reaction;
DOI:10.1016/j.tetlet.2010.06.107

Reference yield:

: 70551-32-5
10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol

: 132369-48-3
3-O-benzyl-4,5-dideoxy-1,2-O-isopropylidene-α-L-glycero-hex-4-en-2-ulopyranose

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; zinc; Yield given; Multistep reaction; 1.) toluene, heating, 1 h, 2.) toluene, 3.5 h;
DOI:10.1021/jo9817218

Reference yield:

: 25018-67-1
1,2;4,5-di-O-isopropylidene-β-D-(-)-fructopyranose

: 132369-48-3
3-O-benzyl-4,5-dideoxy-1,2-O-isopropylidene-α-L-glycero-hex-4-en-2-ulopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) KH, 2.) acetic acid / 2.) water

2: 1.) triphenylphosphine, imidazole, zinc, iodine, 2.) zinc / 1.) toluene, heating, 1 h, 2.) toluene, 3.5 h

With 1H-imidazole; iodine; potassium hydride; acetic acid; triphenylphosphine; zinc;
DOI:10.1021/jo9817218