p-methoxyphenyl 2-amino-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-4-O-(methyl 3-O-benzyl-β-D-glucopyranosyluronate)-β-D-glucopyranoside

Base Information

Chemical Name:p-methoxyphenyl 2-amino-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-4-O-(methyl 3-O-benzyl-β-D-glucopyranosyluronate)-β-D-glucopyranoside
CAS No.:1372659-95-4
Molecular Formula:C₃₅H₃₉NO₁₃
Molecular Weight:681.694
Hs Code.:

Synonyms:p-methoxyphenyl 2-amino-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-4-O-(methyl 3-O-benzyl-β-D-glucopyranosyluronate)-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 p-methoxyphenyl 2-amino-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-4-O-(methyl 3-O-benzyl-β-D-glucopyranosyluronate)-β-D-glucopyranoside

Chemical Property:

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

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Technology Process of p-methoxyphenyl 2-amino-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-4-O-(methyl 3-O-benzyl-β-D-glucopyranosyluronate)-β-D-glucopyranoside

There total 7 articles about p-methoxyphenyl 2-amino-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-4-O-(methyl 3-O-benzyl-β-D-glucopyranosyluronate)-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: 90.0%

: 1372659-88-5
p-methoxyphenyl 2-amino-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-4-O-(methyl 3-Obenzyl-2,4-O-di-tert-butylsilylene-β-D-glucopyranosyluronate)-β-D-glucopyranoside

: 1372659-95-4
p-methoxyphenyl 2-amino-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-4-O-(methyl 3-O-benzyl-β-D-glucopyranosyluronate)-β-D-glucopyranoside

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol300634x

Reference yield:

: C₁₉H₂₀O₆S

: 1372659-95-4
p-methoxyphenyl 2-amino-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-4-O-(methyl 3-O-benzyl-β-D-glucopyranosyluronate)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanol; hexane; dichloromethane / 20 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / 1,2-dichloro-ethane / 20 °C / Inert atmosphere

3.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 0.17 h / -60 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: dichloromethane / 1.5 h / -50 - 0 °C / Inert atmosphere

5.1: pyridine hydrogenfluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; 1,1'-sulfinylbisbenzene; pyridine hydrogenfluoride; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; methanol; hexane; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ol300634x

Reference yield:

: CF₃O₃S^(1-)*C₂₂H₃₃O₆Si⁽¹⁺⁾

: 1372659-95-4
p-methoxyphenyl 2-amino-6-O-benzyl-2-N,3-O-carbonyl-2-deoxy-4-O-(methyl 3-O-benzyl-β-D-glucopyranosyluronate)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: dichloromethane / 1.5 h / -50 - 0 °C / Inert atmosphere

2: pyridine hydrogenfluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol300634x