methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-β-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-β-D-glucopyranoside
• CAS No.: 142488-29-7
• Molecular Formula: C₁₇H₂₅NO₈S
• Molecular Weight: 403.453
• Mol file: 142488-29-7.mol

Synonyms:methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-β-D-glucopyranoside

Chemical Property of methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-β-D-glucopyranoside

There total 4 articles about methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-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: 88.0%

methyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside (69892-45-1) + methanesulfonyl chloride (124-63-0) → methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-β-D-glucopyranoside (142488-29-7)

Guidance literature:

With pyridine; at -15 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jo801927k

Reference yield:

benzyl bromide (100-39-0) → methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-β-D-glucopyranoside (142488-29-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 2 h

2: 96 percent / 80percent acetic acid / 0.25 h / 80 °C

3: 77 percent / pyridine / 1.17 h / -20 °C

With pyridine; barium dihydroxide; acetic acid; barium(II) oxide; In N,N-dimethyl-formamide;

Reference yield:

methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (87038-18-4) → methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-β-D-glucopyranoside (142488-29-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 2 h

2: 96 percent / 80percent acetic acid / 0.25 h / 80 °C

3: 77 percent / pyridine / 1.17 h / -20 °C

With pyridine; barium dihydroxide; acetic acid; barium(II) oxide; In N,N-dimethyl-formamide;

upstream raw materials:

methyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside

methanesulfonyl chloride

benzyl bromide

methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

methyl 2-acetamido-3-O-benzyl-2,6-dideoxy-β-D-glucopyranoside

methyl 2-acetamido-6-O-benzoyl-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside

methyl 2-acetamido-3-O-benzyl-2,6-dideoxy-6-pivalamido-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside