1L-(1,2,5/3,4)-2-O-benzyl-3,4-O-isopropylidene-5-C-methyl-1,2,3,4-cyclohexanetetrol

Base Information

Chemical Name:1L-(1,2,5/3,4)-2-O-benzyl-3,4-O-isopropylidene-5-C-methyl-1,2,3,4-cyclohexanetetrol
CAS No.:141410-42-6
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:

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Chemical Property of 1L-(1,2,5/3,4)-2-O-benzyl-3,4-O-isopropylidene-5-C-methyl-1,2,3,4-cyclohexanetetrol

Chemical Property:

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Technology Process of 1L-(1,2,5/3,4)-2-O-benzyl-3,4-O-isopropylidene-5-C-methyl-1,2,3,4-cyclohexanetetrol

There total 16 articles about 1L-(1,2,5/3,4)-2-O-benzyl-3,4-O-isopropylidene-5-C-methyl-1,2,3,4-cyclohexanetetrol 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:

: 7757-38-2,14131-84-1,23262-78-4,27108-13-0,33823-04-0,34685-42-2,57819-52-0,78039-08-4,78039-12-0,78964-16-6,94842-76-9,149342-31-4
2,3,5,6-di-O-isopropylidene-D-mannofuranose

: 141410-42-6,141436-55-7
1L-(1,2,3/4,5)-4-O-Benzyl-2,3-O-isopropylidene-1-C-methyl-2,3,4,5-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) BuLi / 1.) THF, hexane, -5 to -10 deg C, 1 h; 2.) THF, r.t., overnight

2: 1.) NaH / 1.) DMF, 0 deg C, 1 h; 2.) r.t., overnight

3: 98 percent / acetic acid / 20 h / Ambient temperature

4: 52 percent / pyridine / CH₂Cl₂

5: 78 percent / tetrabutylammonium iodide / tetrahydrofuran

6: 36 percent / p-toluenesulfonic acid / dimethylformamide / 6 h / Ambient temperature

7: tributyltin hydride, azobisisobutyronitrile (AIBN) / benzene / 2 h / Heating

With pyridine; n-butyllithium; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(92)84055-W

Reference yield:

: 7757-38-2,14131-84-1,23262-78-4,27108-13-0,33823-04-0,34685-42-2,57819-52-0,78039-08-4,78039-12-0,78964-16-6,94842-76-9,149342-31-4
2,3,5,6-di-O-isopropylidene-D-mannofuranose

: 141410-42-6,141436-55-7
1L-(1,2,5/3,4)-2-O-benzyl-3,4-O-isopropylidene-5-C-methyl-1,2,3,4-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) BuLi / 1.) THF, hexane, -5 to -10 deg C, 1 h; 2.) THF, r.t., overnight

2: 1.) NaH / 1.) DMF, 0 deg C, 1 h; 2.) r.t., overnight

3: 98 percent / acetic acid / 20 h / Ambient temperature

4: 52 percent / pyridine / CH₂Cl₂

5: 78 percent / tetrabutylammonium iodide / tetrahydrofuran

6: 36 percent / p-toluenesulfonic acid / dimethylformamide / 6 h / Ambient temperature

7: tributyltin hydride, azobisisobutyronitrile (AIBN) / benzene / 2 h / Heating

With pyridine; n-butyllithium; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(92)84055-W

Reference yield:

: 100-39-0
benzyl bromide

: 141410-42-6,141436-55-7
1L-(1,2,3/4,5)-4-O-Benzyl-2,3-O-isopropylidene-1-C-methyl-2,3,4,5-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 1 h; 2.) r.t., overnight

2: 98 percent / acetic acid / 20 h / Ambient temperature

3: 52 percent / pyridine / CH₂Cl₂

4: 78 percent / tetrabutylammonium iodide / tetrahydrofuran

5: 36 percent / p-toluenesulfonic acid / dimethylformamide / 6 h / Ambient temperature

6: tributyltin hydride, azobisisobutyronitrile (AIBN) / benzene / 2 h / Heating

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(92)84055-W