3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenylsulfanyl)ethyl]-α-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Base Information

Chemical Name:3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenylsulfanyl)ethyl]-α-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
CAS No.:1361996-89-5
Molecular Formula:C₅₆H₆₆O₁₄S
Molecular Weight:995.198
Hs Code.:

3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenylsulfanyl)ethyl]-α-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

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Chemical Property of 3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenylsulfanyl)ethyl]-α-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

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Technology Process of 3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenylsulfanyl)ethyl]-α-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

There total 11 articles about 3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenylsulfanyl)ethyl]-α-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 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:

: 621-23-8
1,2,3-trimethoxybenzene

: 1361996-86-2
2-(S)-phenyl-(3,4,6-tri-O-benzyl-1,2-dideoxy-β-D-glucopyranoso)[1,2-e]-1,4-oxathiane-S-oxide

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

: 3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenyl-sulfanyl)-ethyl]-β-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1361996-89-5
3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenylsulfanyl)ethyl]-α-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Guidance literature:: 1,2,3-trimethoxybenzene; 2-(S)-phenyl-(3,4,6-tri-O-benzyl-1,2-dideoxy-β-D-glucopyranoso)[1,2-e]-1,4-oxathiane-S-oxide; With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -60 - -10 ℃; for 0.166667h; Inert atmosphere; Molecular sieve;

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose; In dichloromethane; at 20 ℃; for 18h; optical yield given as %de; diastereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1002/chem.201101889

Reference yield:

: 1197819-98-9
2-methoxy-2-(S)-phenyl-(1,2-dideoxy-β-D-glucopyranoso)[1,2-e]-1,4-oxathiane

: 3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenyl-sulfanyl)-ethyl]-β-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1361996-89-5
3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenylsulfanyl)ethyl]-α-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylsilane; trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

4.1: 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.17 h / -60 - -10 °C / Inert atmosphere; Molecular sieve

4.2: 18 h / 20 °C / Inert atmosphere; Molecular sieve

With triethylsilane; 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201101889

Reference yield:

: 3254-12-4
2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranosyl acetophenone

: 3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenyl-sulfanyl)-ethyl]-β-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1361996-89-5
3,4,6-tri-O-benzyl-2-O-[1-(S)-phenyl-2-(2,4,6-trimethoxyphenylsulfanyl)ethyl]-α-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium methylate / methanol / Inert atmosphere

2.1: toluene-4-sulfonic acid / Inert atmosphere

3.1: triethylsilane; trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide / Inert atmosphere

5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

6.1: 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.17 h / -60 - -10 °C / Inert atmosphere; Molecular sieve

6.2: 18 h / 20 °C / Inert atmosphere; Molecular sieve

With triethylsilane; 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201101889