allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside
• CAS No.: 508194-14-7
• Molecular Formula: C₂₀H₂₅NO₇
• Molecular Weight: 391.421
• Mol file: 508194-14-7.mol

Synonyms:allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Chemical Property of allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

There total 9 articles about allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-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: 100.0%

2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose (105453-31-4) + allyl alcohol (107-18-6) → allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (508194-14-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; tetramethylurea; In dichloromethane; for 10h; Heating;

DOI:10.1016/0008-6215(90)84083-7

Reference yield: 98.0%

acetic anhydride (108-24-7) + allyl 2-acetamido-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (63064-49-3,65947-37-7,74984-84-2,88903-98-4,92841-84-4,116347-88-7,136845-44-8,138456-61-8,74984-83-1) → allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (508194-14-7)

Guidance literature:

With pyridine; at 20 ℃; for 12h;

DOI:10.1002/cbic.201700251

Reference yield:

allyl 2-acetamido-2-deoxy-β-D-glucopyranoside (54400-75-8,64650-83-5,88903-97-3,116347-86-5,140849-88-3,144300-01-6,54400-77-0) → allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (508194-14-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ZnCl₂ / 48 h

2: 95 percent / pyridine / 20 °C

With pyridine; zinc(II) chloride;

DOI:10.1016/S0957-4166(02)00649-3

upstream raw materials:

2-acetamido-1,3-di-O-acetyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose

allyl alcohol

acetic anhydride

allyl 2-acetamido-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

(2R)-2,3-dihydroxypropyl 2-acetamido-3-O-acetyl-4,6-O-(R)-benzylidene-2-deoxy-β-D-glucopyranoside

allyl 2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside