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

Base Information

Chemical Name:D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-myo-inositol 1-(O-benzyl-N,N-diisopropylphosphoramidite)
CAS No.:143446-79-1
Molecular Formula:C₄₇H₅₅FNO₆P
Molecular Weight:779.929
Hs Code.:

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

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

Chemical Property:

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

There total 9 articles about D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-myo-inositol 1-(O-benzyl-N,N-diisopropylphosphoramidite) 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: 97.0%

: 108549-21-9
benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite

: 142544-21-6,142631-58-1,151123-88-5
D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-myo-inositol

: 143446-79-1
D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-myo-inositol 1-(O-benzyl-N,N-diisopropylphosphoramidite)

Guidance literature:: With N,N-diisopropylamine tetrazolide; In dichloromethane; Ambient temperature;

Reference yield:

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

: 143446-79-1
D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-myo-inositol 1-(O-benzyl-N,N-diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 7 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

6: 94 percent / aq. HCl / methanol / 5 h / Heating

7: 97 percent / diisopropylammonium tetrazolide / CH₂Cl₂ / 20 h / Ambient temperature

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

Reference yield:

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

: 143446-79-1
D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-myo-inositol 1-(O-benzyl-N,N-diisopropylphosphoramidite)

Guidance literature:: Multi-step reaction with 6 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

5: 94 percent / aq. HCl / methanol / 5 h / Heating

6: 97 percent / diisopropylammonium tetrazolide / CH₂Cl₂ / 20 h / Ambient temperature

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