methyl 2,6-di-O-benzyl-3-O-(3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-α-D-gluco-hept-2-ulopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:methyl 2,6-di-O-benzyl-3-O-(3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-α-D-gluco-hept-2-ulopyranosyl)-β-D-galactopyranoside
CAS No.:223582-39-6
Molecular Formula:C₅₈H₆₆O₁₄S
Molecular Weight:1019.22
Hs Code.:

Synonyms:methyl 2,6-di-O-benzyl-3-O-(3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-α-D-gluco-hept-2-ulopyranosyl)-β-D-galactopyranoside

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Chemical Property of methyl 2,6-di-O-benzyl-3-O-(3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-α-D-gluco-hept-2-ulopyranosyl)-β-D-galactopyranoside

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Technology Process of methyl 2,6-di-O-benzyl-3-O-(3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-α-D-gluco-hept-2-ulopyranosyl)-β-D-galactopyranoside

There total 5 articles about methyl 2,6-di-O-benzyl-3-O-(3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-α-D-gluco-hept-2-ulopyranosyl)-β-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: 58.0%

: 53685-11-3,58341-66-5,86342-20-3,95015-48-8,100662-78-0,51842-27-4
methyl 2,6-di-O-benzyl-β-D-galactopyranoside

: 223582-35-2
ethyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-2-thio-α-D-gluco-hept-2-ulopyranoside

: 223582-39-6
methyl 2,6-di-O-benzyl-3-O-(3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-α-D-gluco-hept-2-ulopyranosyl)-β-D-galactopyranoside

: methyl 2,6-di-O-benzyl-4-O-(3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-α-D-gluco-hept-2-ulopyranosyl)-β-D-galactopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -45 ℃; for 0.5h;
DOI:10.1016/S0957-4166(99)00564-9

Reference yield: 13.0%

: 53685-11-3,58341-66-5,86342-20-3,95015-48-8,100662-78-0,51842-27-4
methyl 2,6-di-O-benzyl-β-D-galactopyranoside

: 223582-35-2
ethyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-2-thio-α-D-gluco-hept-2-ulopyranoside

: 286860-87-5
(1(1')-Z)-2,3,4,6-tetra-O-benzyl-1-deoxy-1-(ethoxysulfonyl)methylidene-D-glucopyranose

: 223582-39-6
methyl 2,6-di-O-benzyl-3-O-(3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-α-D-gluco-hept-2-ulopyranosyl)-β-D-galactopyranoside

: methyl 2,6-di-O-benzyl-4-O-(3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-α-D-gluco-hept-2-ulopyranosyl)-β-D-galactopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -50 ℃;
DOI:10.1016/S0040-4039(99)00522-5

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 223582-39-6
methyl 2,6-di-O-benzyl-3-O-(3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethylsulfonato-α-D-gluco-hept-2-ulopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 80 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.1: 96 percent / BF₃*Et₂O / CH₂Cl₂ / 6 h / 20 °C

3.1: 58 percent / N-iodosucinnimide; trifluoromethanesulfonic acid; 4 Angstroem sieves / CH₂Cl₂ / 0.5 h / -45 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; boron trifluoride diethyl etherate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Metallation / 1.2: Addition / 2.1: Thioglycosidation / 3.1: Glycosylation;
DOI:10.1016/S0957-4166(99)00564-9