methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-isocyano-β-D-glucopyranosyl)-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-isocyano-β-D-glucopyranosyl)-β-D-galactopyranoside
• CAS No.: 125084-97-1
• Molecular Formula: C₂₈H₃₇NO₁₂
• Molecular Weight: 579.601
• Mol file: 125084-97-1.mol

Synonyms:methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-isocyano-β-D-glucopyranosyl)-β-D-galactopyranoside

Chemical Property of methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-isocyano-β-D-glucopyranosyl)-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-isocyano-β-D-glucopyranosyl)-β-D-galactopyranoside

There total 10 articles about methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-isocyano-β-D-glucopyranosyl)-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: 92.0%

methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-formamido-β-D-glucopyranosyl)-β-D-galactopyranoside (125084-96-0) → methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-isocyano-β-D-glucopyranosyl)-β-D-galactopyranoside (125084-97-1)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; Ambient temperature;

DOI:10.1016/0008-6215(89)85044-X

Reference yield:

3,4,6-tri-O-acetyl-2-deoxy-2-formamido-α-D-glucopyranosyl trichloroacetimidate (125084-88-0) → methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-isocyano-β-D-glucopyranosyl)-β-D-galactopyranoside (125084-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / trimethylsilyl triflate, molecular sieves 4A, / CH₂Cl₂ / Ambient temperature

2: 92 percent / phosphorus oxychoride, Et₃N, / CH₂Cl₂ / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; triethylamine; trichlorophosphate; In dichloromethane;

DOI:10.1016/0008-6215(89)85044-X

Reference yield:

methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-galactopyranoside (125085-02-1) → methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-isocyano-β-D-glucopyranosyl)-β-D-galactopyranoside (125084-97-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 92 percent / phosphorus oxychoride, Et₃N, / CH₂Cl₂ / Ambient temperature

With triethylamine; trichlorophosphate; In dichloromethane;

DOI:10.1016/0008-6215(89)85044-X

upstream raw materials:

methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-formamido-β-D-glucopyranosyl)-β-D-galactopyranoside

4-nitrobenzaldehdye

3,4,6-tri-O-acetyl-2-deoxy-2-formamido-α-D-glucopyranosyl chloride

3,4,6-tri-O-acetyl-2-deoxy-2-formamido-α-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

methyl 2-O-benzyl-6-deoxy-4-O-methyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-β-D-arabino-hexapyranosyl)-β-D-galactopyranoside