benzyl O-(5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosylonic acid)-(2-3)-2,6-di-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:benzyl O-(5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosylonic acid)-(2-3)-2,6-di-O-benzyl-β-D-galactopyranoside
CAS No.:96520-20-6
Molecular Formula:C₃₈H₄₇NO₁₄
Molecular Weight:741.789
Hs Code.:

Synonyms:benzyl O-(5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosylonic acid)-(2-3)-2,6-di-O-benzyl-β-D-galactopyranoside

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Chemical Property of benzyl O-(5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosylonic acid)-(2-3)-2,6-di-O-benzyl-β-D-galactopyranoside

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Technology Process of benzyl O-(5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosylonic acid)-(2-3)-2,6-di-O-benzyl-β-D-galactopyranoside

There total 7 articles about benzyl O-(5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosylonic acid)-(2-3)-2,6-di-O-benzyl-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: 71.0%

: 96520-16-0
benzyl O--(2-3)-2,6-di-O-benzyl-β-D-galactopyranoside

: 96520-20-6
benzyl O-(5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosylonic acid)-(2-3)-2,6-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 24h;
DOI:10.1016/0008-6215(87)80182-9

Reference yield:

: 14897-51-9
Benzyl 3,4-O-isopropylidene-β-D-galactopyranoside

: 96520-20-6
benzyl O-(5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosylonic acid)-(2-3)-2,6-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / 1.) NaH / dimethylformamide / 1.) 20 deg C, 30 min; 2.) 20 deg C, 1 h

2: 82 percent / 80percent aq. AcOH / H₂O / 3 h / 60 °C

3: 5.6 percent / powdered molecular sieves 4A, silver triflate, stannous chloride / tetrahydrofuran / -10 deg C, 1 h; 20 deg C, 16 h

4: 71 percent / NaOMe / methanol / 24 h / 20 °C

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; acetic acid; tin(ll) chloride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80182-9

Reference yield:

: 73108-28-8
benzyl 2,6-O-benzyl-3,4-di-O-isopropylidene-β-D-galactopyranoside

: 96520-20-6
benzyl O-(5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosylonic acid)-(2-3)-2,6-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / 80percent aq. AcOH / H₂O / 3 h / 60 °C

2: 5.6 percent / powdered molecular sieves 4A, silver triflate, stannous chloride / tetrahydrofuran / -10 deg C, 1 h; 20 deg C, 16 h

3: 71 percent / NaOMe / methanol / 24 h / 20 °C

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; acetic acid; tin(ll) chloride; In tetrahydrofuran; methanol; water;
DOI:10.1016/0008-6215(87)80182-9