ethyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-1-thio-β-L-fucopyranoside

Base Information

Chemical Name:ethyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-1-thio-β-L-fucopyranoside
CAS No.:760190-14-5
Molecular Formula:C₄₃H₆₀O₉SSi
Molecular Weight:781.096
Hs Code.:

Synonyms:ethyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-1-thio-β-L-fucopyranoside

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Chemical Property of ethyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-1-thio-β-L-fucopyranoside

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Technology Process of ethyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-1-thio-β-L-fucopyranoside

There total 4 articles about ethyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-1-thio-β-L-fucopyranoside 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: 82.0%

: 138343-57-4
ethyl 2,3-di-O-benzyl-1-thio-β-L-fucopyranoside

: 760190-20-3
4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-β-L-fucopyranosyl trichloroacetimidate

: 760190-14-5
ethyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-1-thio-β-L-fucopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; In diethyl ether; at 0 ℃; for 0.5h;
DOI:10.1016/j.carres.2004.06.006

Reference yield:

: 138343-56-3
ethyl 2-O-benzyl-1-thio-β-L-fucopyranoside

: 760190-14-5
ethyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: dibutyltin oxide / methanol / 3 h / Heating

1.2: 89 percent / Bu₄NI / toluene / 24 h / 60 °C

2.1: 82 percent / AgOTf / diethyl ether / 0.5 h / 0 °C

With silver trifluoromethanesulfonate; di(n-butyl)tin oxide; In methanol; diethyl ether;
DOI:10.1016/j.carres.2004.06.006

Reference yield:

: 100-39-0
benzyl bromide

: 760190-14-5
ethyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-1-thio-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: dibutyltin oxide / methanol / 3 h / Heating

1.2: 89 percent / Bu₄NI / toluene / 24 h / 60 °C

2.1: 82 percent / AgOTf / diethyl ether / 0.5 h / 0 °C

With silver trifluoromethanesulfonate; di(n-butyl)tin oxide; In methanol; diethyl ether;
DOI:10.1016/j.carres.2004.06.006