ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-thio-β-D-glucopyranoside
CAS No.:99409-26-4
Molecular Formula:C₅₀H₅₁NO₁₀S
Molecular Weight:858.022
Hs Code.:

Synonyms:ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-thio-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-thio-β-D-glucopyranoside

There total 5 articles about ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-thio-β-D-glucopyranoside 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: 95.0%

: 99409-33-3
ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside

: Carbonic acid isopropenyl ester (3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl ester

: 99409-26-4
ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at -25 ℃; for 1h;
DOI:10.1016/0957-4166(95)00146-G

Reference yield: 81.0%

: 33639-77-9
perbenzyl fucosyl bromide

: 129519-28-4
2-((6S,7R,8aS)-6-ethylsulfanyl-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione

: 99409-26-4
ethyl 4,6-benzylidene-2-deoxy-2-phthalimido-1-thio-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; for 18h;
DOI:10.1016/0008-6215(85)90011-4

Reference yield:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 99409-26-4
ethyl 4,6-benzylidene-2-deoxy-2-phthalimido-1-thio-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / titanium tetrachloride, 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / Ambient temperature

2: 1.) sodium methoxide; 2.) acetic acid; 3.) toluene p-sulfonic acid / 1.) methanol, dichloromethane, room temp., 2 h; 3.) N,N-dimethylformamide, 50 deg C, 1 h

3: 81 percent / tetraethylammonium bromine, 4 Angstroem molecular sieves, / CH₂Cl₂; dimethylformamide / 18 h

With 4 A molecular sieve; tetraethylammonium bromide; sodium methylate; titanium tetrachloride; toluene-4-sulfonic acid; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)90011-4