1,2-[2',6'-di-O-benzyl-3-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane

Base Information

Chemical Name:1,2-[2',6'-di-O-benzyl-3-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane
CAS No.:286860-98-8
Molecular Formula:C₆₁H₇₈O₁₈S
Molecular Weight:1131.35
Hs Code.:

1,2-[2',6'-di-O-benzyl-3-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane

Synonyms:1,2-[2',6'-di-O-benzyl-3-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane

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Chemical Property of 1,2-[2',6'-di-O-benzyl-3-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane

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Technology Process of 1,2-[2',6'-di-O-benzyl-3-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane

There total 10 articles about 1,2-[2',6'-di-O-benzyl-3-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane 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: 52.0%

: 286860-85-3
ethyl-1-deoxy-1-ethylsulfonato-3,4,5-tri-O-methyl-2-thio-α-L-fuco-hept-2-ulopyranoside

: 286860-92-2
1,2-(2',6'-di-O-benzyl-β-D-galactopyranosyloxy)-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane

: 1,2-[2',6'-di-O-benzyl-4-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane

: 286860-98-8
1,2-[2',6'-di-O-benzyl-3-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane

Guidance literature:: With 4 A molecular sieve; methyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1016/S0957-4166(99)00564-9

Reference yield:

: 139628-30-1
2,3,4-tri-O-methyl-L-fucose

: 286860-98-8
1,2-[2',6'-di-O-benzyl-3-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 70 percent / Dess-Martin's periodinane / CH₂Cl₂ / 0.5 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 0.25 h / -60 °C

2.2: 97 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.1: 95 percent / BF₃*Et₂O / CH₂Cl₂ / 6 h / 20 °C

4.1: 52 percent / 4 Angstroem sieves; methyl trifluoromethanesulfonate / CH₂Cl₂ / 48 h / 20 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; Dess-Martin periodane; methyl trifluoromethanesulfonate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Oxidation / 2.1: Metallation / 2.2: Addition / 3.1: Thioglycosylation / 4.1: Glycosylation;
DOI:10.1016/S0957-4166(99)00564-9

Reference yield:

: 100-39-0
benzyl bromide

: 286860-98-8
1,2-[2',6'-di-O-benzyl-3-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / dimethylformamide / 2 h

2: aq. HCl / methanol / 40 °C

3: 52 percent / 4 Angstroem sieves; methyl trifluoromethanesulfonate / CH₂Cl₂ / 48 h / 20 °C

With hydrogenchloride; 4 A molecular sieve; sodium hydride; methyl trifluoromethanesulfonate; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Benzylation / 2: Deprotection / 3: Glycosylation;
DOI:10.1016/S0957-4166(99)00564-9