ethyl 1,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-2-thio-α-D-fructofuranoside

Base Information

Chemical Name:ethyl 1,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-2-thio-α-D-fructofuranoside
CAS No.:178491-59-3
Molecular Formula:C₃₇H₄₂O₆S
Molecular Weight:614.803
Hs Code.:

Synonyms:ethyl 1,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-2-thio-α-D-fructofuranoside

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Chemical Property of ethyl 1,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-2-thio-α-D-fructofuranoside

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Technology Process of ethyl 1,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-2-thio-α-D-fructofuranoside

There total 6 articles about ethyl 1,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-2-thio-α-D-fructofuranoside 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: 91.0%

: 2746-25-0
p-Methoxybenzyl bromide

: 178491-58-2
ethyl 1,4,6-tri-O-benzyl-2-thio-α-D-fructofuranoside

: 178491-59-3
ethyl 1,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-2-thio-α-D-fructofuranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/jo960776b

Reference yield:

: 100-39-0
benzyl bromide

: 178491-59-3
ethyl 1,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-2-thio-α-D-fructofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / NaH / dimethylformamide; paraffin / 0 deg C -> room temperature

2: 1.) Drierite, 2.) trimethylsilyl triflate / 1.) CH₂Cl₂, room temperature, 30 min, 2.) CH₂Cl₂, 5 min

3: 70 percent / NaOMe / methanol / 10 h / Ambient temperature

4: 91 percent / NaH / dimethylformamide; paraffin / 10 h / Ambient temperature

With calcium sulfate; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; paraffin;
DOI:10.1021/jo970983r

Reference yield:

: ethyl 3-O-benzoyl-1,4,6-tri-O-benzyl-2-thio-D-fructofuranoside

: 178491-59-3
ethyl 1,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-2-thio-α-D-fructofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / NaOMe / methanol / 10 h / Ambient temperature

2: 91 percent / NaH / dimethylformamide; paraffin / 10 h / Ambient temperature

With sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; paraffin;
DOI:10.1021/jo970983r