methyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 934592-07-1
• Molecular Formula: C₄₀H₅₁NO₁₄
• Molecular Weight: 769.843
• Mol file: 934592-07-1.mol

Synonyms:methyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

Chemical Property of methyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

There total 9 articles about methyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-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: 100.0%

methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ylopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside (934592-18-4) → methyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside (934592-07-1)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1021/jo062431r

Reference yield:

methyl 5-acetamido-4,7,9-tri-O-benzoyl-3,5-dideoxy-8-O-picoloyl-D-glycero-β-D-galacto-non-2-ulopyranosylonate-(2→6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside → methyl 5-acetamido-3,5-dideoxy-D-glycero-β-D-galactonon-2-ulopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside (934592-08-2) + methyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside (934592-07-1)

Guidance literature:

With sodium methylate; In methanol; at 0 - 20 ℃; for 1h; Overall yield = 92 %; Overall yield = 0.024 g; stereoselective reaction;

DOI:10.1021/acs.orglett.7b01658

Reference yield:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) → methyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside (934592-07-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Ph₂SO; TTBP; Tf₂O / CH₂Cl₂ / -78 °C

2: 100 percent / NaOMe / methanol / 0.5 h / 20 °C

With trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; sodium methylate; In methanol; dichloromethane;

DOI:10.1021/jo062431r

upstream raw materials:

methyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ylopyranosylonate-(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

methyl (phenyl 5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

methyl (phenyl 5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-α-D-galactonon-2-ulopyranoside)onate

methyl (phenyl-5-acetamido-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-α,β-D-galacto-non-2-ulopyranoside)onate