methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Base Information

Chemical Name:methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside
CAS No.:128716-66-5
Molecular Formula:C₂₇H₃₃N₃O₁₄
Molecular Weight:623.571
Hs Code.:

Synonyms:methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

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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 methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Chemical Property:

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

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Technology Process of methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

There total 3 articles about methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-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: 85.0%

: 52885-40-2
methyl 2-azido-2-deoxy-4,6-O-benzylidenbe-β-D-galacto-pyranoside

: 21085-72-3
1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

: 128716-66-5
methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; -15 deg C --> room temperature, 2 h;
DOI:10.1016/0008-6215(89)85086-4

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 128716-66-5
methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / (+/-)-10-camphersulfonic acid / nitromethane / 1.5 h / 20 °C

2: 85 percent / silver triflate, activated molecular sieve (4 Angstroem) / CH₂Cl₂ / -15 deg C --> room temperature, 2 h

With 4 A molecular sieve; 10-camphorsufonic acid; silver trifluoromethanesulfonate; In nitromethane; dichloromethane;
DOI:10.1016/0008-6215(89)85086-4

Reference yield:

: 87376-50-9
(2R,3R,4R,5R,6R)-5-azido-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4-diol

: 128716-66-5
methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / (+/-)-10-camphersulfonic acid / nitromethane / 1.5 h / 20 °C

2: 85 percent / silver triflate, activated molecular sieve (4 Angstroem) / CH₂Cl₂ / -15 deg C --> room temperature, 2 h

With 4 A molecular sieve; 10-camphorsufonic acid; silver trifluoromethanesulfonate; In nitromethane; dichloromethane;
DOI:10.1016/0008-6215(89)85086-4