D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-myo-inositol

Base Information

Chemical Name:D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-myo-inositol
CAS No.:143446-78-0
Molecular Formula:C₃₆H₃₉FO₆
Molecular Weight:586.7
Hs Code.:

Synonyms:D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-myo-inositol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-myo-inositol

Chemical Property:

Purity/Quality:

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Technology Process of D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-myo-inositol

There total 7 articles about D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-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: 98.0%

: 100-39-0
benzyl bromide

: 151071-93-1
D-4,5,6-Tri-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-myo-inositol

: 143446-78-0
D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-myo-inositol

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 5h; Ambient temperature;
DOI:10.1021/jo00084a010

Reference yield:

: 120444-24-8
D-3-deoxy-3-fluoro-myo-inositol

: 143446-78-0
D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-myo-inositol

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) acetyl chloride / 1.) camphorsulfonic acid / 1.) DMF, 80 deg C, 4 h, 2.) CH₂Cl₂, MeOH, 23 deg C, 1 h

2: 96 percent / NaH / dimethylformamide / 1.) ice bath temp., 3 h, 2.) 8-10 deg C, then r.t., 3 h

3: 100 percent / aq. conc. HCl / methanol / 21 h / Ambient temperature

4: 1.) di-n-butyltin oxide / 1.) MeOH, reflux, 2 h, 2.) DMF, toluene, ice bath, 1 h

5: 98 percent / NaH / dimethylformamide / 5 h / Ambient temperature

With sodium hydride; di(n-butyl)tin oxide; acetyl chloride; hydrogenchloride; camphor-10-sulfonic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00084a010

Reference yield:

: 143446-76-8
D-3-Deoxy-3-fluoro-1,2-O-isopropylidene-myo-inositol

: 143446-78-0
D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-myo-inositol

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / NaH / dimethylformamide / 1.) ice bath temp., 3 h, 2.) 8-10 deg C, then r.t., 3 h

2: 100 percent / aq. conc. HCl / methanol / 21 h / Ambient temperature

3: 1.) di-n-butyltin oxide / 1.) MeOH, reflux, 2 h, 2.) DMF, toluene, ice bath, 1 h

4: 98 percent / NaH / dimethylformamide / 5 h / Ambient temperature

With sodium hydride; di(n-butyl)tin oxide; hydrogenchloride; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00084a010