benzyl {methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-7-O-[methyl (4,5-O-isopropylidine-3-deoxy-3-iodo-β-D-manno-2-octulopyranosyl)onate]-β-D-manno-2-octulopyranoside}onate

Base Information

Chemical Name:benzyl {methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-7-O-[methyl (4,5-O-isopropylidine-3-deoxy-3-iodo-β-D-manno-2-octulopyranosyl)onate]-β-D-manno-2-octulopyranoside}onate
CAS No.:1569902-53-9
Molecular Formula:C₃₈H₄₈I₂O₁₅
Molecular Weight:998.599
Hs Code.:

benzyl {methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-7-O-[methyl (4,5-O-isopropylidine-3-deoxy-3-iodo-β-D-manno-2-octulopyranosyl)onate]-β-D-manno-2-octulopyranoside}onate

Synonyms:benzyl {methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-7-O-[methyl (4,5-O-isopropylidine-3-deoxy-3-iodo-β-D-manno-2-octulopyranosyl)onate]-β-D-manno-2-octulopyranoside}onate

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Chemical Property of benzyl {methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-7-O-[methyl (4,5-O-isopropylidine-3-deoxy-3-iodo-β-D-manno-2-octulopyranosyl)onate]-β-D-manno-2-octulopyranoside}onate

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Technology Process of benzyl {methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-7-O-[methyl (4,5-O-isopropylidine-3-deoxy-3-iodo-β-D-manno-2-octulopyranosyl)onate]-β-D-manno-2-octulopyranoside}onate

There total 17 articles about benzyl {methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-7-O-[methyl (4,5-O-isopropylidine-3-deoxy-3-iodo-β-D-manno-2-octulopyranosyl)onate]-β-D-manno-2-octulopyranoside}onate 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: 70.0%

: 1569902-49-3
benzyl {methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-7-O-[methyl (4,5:7,8-di-O-isopropylidine-3-deoxy-3-iodo-D-glycero-β-D-galacto-2-octulopyranosyl)onate]-D-glycero-β-D-galacto-2-octulopyranoside}onate

: 1569902-53-9
benzyl {methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-7-O-[methyl (4,5-O-isopropylidine-3-deoxy-3-iodo-β-D-manno-2-octulopyranosyl)onate]-β-D-manno-2-octulopyranoside}onate

Guidance literature:: With zinc(II) nitrate hexahydrate; In acetonitrile; at 50 ℃; for 24h;
DOI:10.1021/ol500275j

Reference yield:

: 1569902-08-4
1-bromo-3,6-di-O-benzyl-1,2-dideoxy-4,5:7,8-di-O-isopropylidene-D-glycero-D-galacto-1-yno-octitol

: 1569902-53-9
benzyl {methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-7-O-[methyl (4,5-O-isopropylidine-3-deoxy-3-iodo-β-D-manno-2-octulopyranosyl)onate]-β-D-manno-2-octulopyranoside}onate

Guidance literature:: Multi-step reaction with 10 steps

1.1: magnesium sulfate; sodium hydrogencarbonate / water / 0.5 h / 20 °C

1.2: 4 h / 0 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 10 h

3.1: dmap / acetonitrile / 0 °C

4.1: triethyl phosphite / 2.5 h / 120 °C

5.1: zinc(II) nitrate hexahydrate / acetonitrile / 12 h / 50 °C

6.1: toluene / 3 h / Reflux; Dean-Stark

7.1: cesium fluoride / toluene; acetonitrile / 10 h / 20 - 70 °C

8.1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane; acetonitrile / 4 h / -45 °C / Molecular sieve

9.1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane; acetonitrile / 4 h / -45 °C / Molecular sieve

10.1: zinc(II) nitrate hexahydrate / acetonitrile / 24 h / 50 °C

With dmap; N-iodo-succinimide; zinc(II) nitrate hexahydrate; trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; magnesium sulfate; cesium fluoride; triethyl phosphite; In methanol; dichloromethane; water; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/ol500275j

Reference yield:

: 107961-76-2
methyl (3aS,4R,7aR)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,7a-dihydro-4H-[1,3]dioxolo[4,5-c]pyran-6-carboxylate

: 1569902-53-9
benzyl {methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-7-O-[methyl (4,5-O-isopropylidine-3-deoxy-3-iodo-β-D-manno-2-octulopyranosyl)onate]-β-D-manno-2-octulopyranoside}onate

Guidance literature:: Multi-step reaction with 2 steps

1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane; acetonitrile / 4 h / -45 °C / Molecular sieve

2: zinc(II) nitrate hexahydrate / acetonitrile / 24 h / 50 °C

With N-iodo-succinimide; zinc(II) nitrate hexahydrate; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; acetonitrile;
DOI:10.1021/ol500275j