methyl (5-benzyloxyacetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-1,2-3,4-diisopropyl-α-D-galactopyranoside

Base Information

Chemical Name:methyl (5-benzyloxyacetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-1,2-3,4-diisopropyl-α-D-galactopyranoside
CAS No.:1453169-37-3
Molecular Formula:C₃₈H₄₉NO₁₉
Molecular Weight:823.802
Hs Code.:

methyl (5-benzyloxyacetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-1,2-3,4-diisopropyl-α-D-galactopyranoside

Synonyms:methyl (5-benzyloxyacetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-1,2-3,4-diisopropyl-α-D-galactopyranoside

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Chemical Property of methyl (5-benzyloxyacetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-1,2-3,4-diisopropyl-α-D-galactopyranoside

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Technology Process of methyl (5-benzyloxyacetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-1,2-3,4-diisopropyl-α-D-galactopyranoside

There total 10 articles about methyl (5-benzyloxyacetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-1,2-3,4-diisopropyl-α-D-galactopyranoside 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: 84.0%

: 1453169-68-0
methyl p-tolyl 7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-5-(N-benzyloxyacetamido)-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonlopyranosonate

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1453169-37-3
methyl (5-benzyloxyacetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-1,2-3,4-diisopropyl-α-D-galactopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -40 ℃; for 2h; stereoselective reaction; Molecular sieve;
DOI:10.1002/ejoc.202100718

Reference yield: 76.0%

: 1453169-33-9
methyl (5-benzyloxyacetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-2-thioadamantyl-3,5-dideoxy-D-glycero-β-D-galactonon-2-ulopyranoside)onate

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1453169-37-3
methyl (5-benzyloxyacetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-1,2-3,4-diisopropyl-α-D-galactopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; acetonitrile; at -78 ℃; for 0.333333h; diastereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1002/ejoc.201300664

Reference yield:

: methyl (7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-2-thioadamantyl-3,5-dideoxy-D-glycero-β-D-galactonon-2-ulopyranoside)onate

: 1453169-37-3
methyl (5-benzyloxyacetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→6)-1,2-3,4-diisopropyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane; acetonitrile / 0.33 h / -78 °C / Inert atmosphere; Molecular sieve

With N-iodo-succinimide; trifluorormethanesulfonic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1002/ejoc.201300664