D-1-O-benzyl-5,6-O-isopropylidene-2,3-O-(trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol

Base Information

Chemical Name:D-1-O-benzyl-5,6-O-isopropylidene-2,3-O-(trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol
CAS No.:143358-53-6
Molecular Formula:C₂₆H₃₆O₆
Molecular Weight:444.568
Hs Code.:

Synonyms:D-1-O-benzyl-5,6-O-isopropylidene-2,3-O-(trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol

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Chemical Property of D-1-O-benzyl-5,6-O-isopropylidene-2,3-O-(trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol

Chemical Property:

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Technology Process of D-1-O-benzyl-5,6-O-isopropylidene-2,3-O-(trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol

There total 6 articles about D-1-O-benzyl-5,6-O-isopropylidene-2,3-O-(trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol 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: 68.0%

: 100-39-0
benzyl bromide

: 138480-26-9
D-5,6-O-isopropylidene-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol

: 143358-53-6
D-1-O-benzyl-5,6-O-isopropylidene-2,3-O-(trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; In benzene; at 45 ℃; for 6h;
DOI:10.1016/S0040-4020(01)88305-8

Reference yield:

: 87-89-8
D-myo-inositol

: 143358-53-6
D-1-O-benzyl-5,6-O-isopropylidene-2,3-O-(trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol

Guidance literature:: Multi-step reaction with 5 steps

1: 1) sulfuric acid, 2) p-toluenesulfonic acid / 1) DMSO, 50-55 deg C, 3 h, 2) CHCl₃, MeOH, H₂O, r.t., overnight

2: 50 percent / imidazole / acetonitrile / Ambient temperature

3: 90 percent / pyridinium p-toluenesulfonate, p-toluenesulfonic acid / dimethylformamide / 3 h / Ambient temperature

4: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature

5: 68 percent / powdered NaOH, HMPTA / benzene / 6 h / 45 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sulfuric acid; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)88305-8

Reference yield:

: 128459-27-8
1D-2,3-O-(D-1',7',7'-trimethyl<2.2.1>bicyclohept-2'-ylidene)-myo-inositol

: 143358-53-6
D-1-O-benzyl-5,6-O-isopropylidene-2,3-O-(trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol

Guidance literature:: Multi-step reaction with 4 steps

1: 50 percent / imidazole / acetonitrile / Ambient temperature

2: 90 percent / pyridinium p-toluenesulfonate, p-toluenesulfonic acid / dimethylformamide / 3 h / Ambient temperature

3: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature

4: 68 percent / powdered NaOH, HMPTA / benzene / 6 h / 45 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)88305-8