methyl (methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-D-glycero-β-D-galacto-2-octulopyranosid)onate

Base Information

Chemical Name:methyl (methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-D-glycero-β-D-galacto-2-octulopyranosid)onate
CAS No.:1569902-28-8
Molecular Formula:C₂₀H₂₇IO₈
Molecular Weight:522.334
Hs Code.:

Synonyms:methyl (methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-D-glycero-β-D-galacto-2-octulopyranosid)onate

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Chemical Property of methyl (methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-D-glycero-β-D-galacto-2-octulopyranosid)onate

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Technology Process of methyl (methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-D-glycero-β-D-galacto-2-octulopyranosid)onate

There total 1 articles about methyl (methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-D-glycero-β-D-galacto-2-octulopyranosid)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:

: 67-56-1
methanol

: 1569902-12-0
methyl 2,6-anhydro-8-O-benzyl-3-deoxy-4,5-O-isopropylidene-D-manno-oct-2-enosonate

: 1569902-28-8
methyl (methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-D-glycero-β-D-galacto-2-octulopyranosid)onate

: C₁₆H₂₅IO₈

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; acetonitrile; at -45 ℃; for 18h; Overall yield = 75 %; diastereoselective reaction; Molecular sieve;
DOI:10.1021/ol500275j

Reference yield: 67.0%

: 1569902-28-8
methyl (methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-D-glycero-β-D-galacto-2-octulopyranosid)onate

: 1569902-30-2
methyl (methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-β-D-manno-2-octulopyranosid)onate

Guidance literature:: With 2,2'-azobis(isobutyronitrile); triphenylstannane; In toluene; at 120 ℃; for 2h;
DOI:10.1021/ol500275j

Reference yield:

: 1569902-28-8
methyl (methyl 8-O-benzyl-4,5-O-isopropylidene-3-deoxy-3-iodo-D-glycero-β-D-galacto-2-octulopyranosid)onate

: 1569902-31-3
methyl (methyl 8-O-benzyl-3-deoxy-β-D-manno-2-octulopyranosid)onate

Guidance literature:: Multi-step reaction with 2 steps

1: 2,2'-azobis(isobutyronitrile); triphenylstannane / toluene / 2 h / 120 °C

2: toluene-4-sulfonic acid / methanol / 15 h / 0 - 20 °C

With 2,2'-azobis(isobutyronitrile); triphenylstannane; toluene-4-sulfonic acid; In methanol; toluene;
DOI:10.1021/ol500275j