methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate)-β-D-mannopyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate)-β-D-mannopyranoside
CAS No.:173676-19-2
Molecular Formula:C₄₉H₅₂O₁₂
Molecular Weight:832.945
Hs Code.:

Synonyms:methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate)-β-D-mannopyranoside

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Chemical Property of methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate)-β-D-mannopyranoside

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Technology Process of methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate)-β-D-mannopyranoside

There total 16 articles about methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate)-β-D-mannopyranoside 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: 53.0%

: 162613-14-1
methyl (ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside)uronate

: 86363-45-3
methyl 4,6-O-benzylidene-2-O-benzyl-β-D-mannopyranoside

: 173676-19-2
methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate)-β-D-mannopyranoside

Guidance literature:: With 4 A molecular sieve; methyl trifluoromethanesulfonate; In diethyl ether; at 22 ℃; for 16h;
DOI:10.1016/0008-6215(95)00231-X

Reference yield:

: 100-39-0
benzyl bromide

: 173676-19-2
methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / NaH

2: 78 percent / PdCl₂, NaOAc, aq. AcOH / 18 h / 0 - 5 °C

3: 72 percent / methyl triflate, 4A molecular sieves / diethyl ether / 24 h / 25 °C

4: 94.7 percent / NaOMe

5: Me₂SO, AcO₂

6: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 4 A molecular sieve; AcO₂; sodium methylate; sodium acetate; sodium hydride; acetic acid; dimethyl sulfoxide; methyl trifluoromethanesulfonate; palladium dichloride; In diethyl ether; water; tert-butyl alcohol;
DOI:10.1016/0008-6215(95)00231-X

Reference yield:

: 173829-05-5
methyl 3-O-allyl-4,6-O-benzylidene-β-D-mannopyranoside

: 173676-19-2
methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / NaH

2: 78 percent / PdCl₂, NaOAc, aq. AcOH / 18 h / 0 - 5 °C

3: 72 percent / methyl triflate, 4A molecular sieves / diethyl ether / 24 h / 25 °C

4: 94.7 percent / NaOMe

5: Me₂SO, AcO₂

6: NaClO₂, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 4 A molecular sieve; AcO₂; sodium methylate; sodium acetate; sodium hydride; acetic acid; dimethyl sulfoxide; methyl trifluoromethanesulfonate; palladium dichloride; In diethyl ether; water; tert-butyl alcohol;
DOI:10.1016/0008-6215(95)00231-X