prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
• CAS No.: 74984-84-2
• Molecular Formula: C₁₈H₂₃NO₆
• Molecular Weight: 349.384
• Mol file: 74984-84-2.mol

Synonyms:prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Chemical Property of prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

There total 20 articles about prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-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%

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) + benzaldehyde dimethyl acetal (1125-88-8) → 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)

Guidance literature:

With camphor-10-sulfonic acid; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1002/cbic.201700251

Reference yield: 93.0%

allyl 2-acetamido-3-O-acetyl-(R)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (508194-14-7) → 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)

Guidance literature:

With sodium methylate; In methanol;

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

Reference yield: 86.0%

allyl 2-acetamido-2-deoxy-α-D-glucopyranoside (54400-75-8) + benzaldehyde dimethyl acetal (1125-88-8) → prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (74984-84-2)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 60 ℃; for 3h; under 10 Torr;

DOI:10.1021/jo001183a

upstream raw materials:

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

allyl 2-acetamido-2-deoxy-β-D-glucopyranoside

benzaldehyde dimethyl acetal

N-Acetyl-D-glucosamine

Downstream raw materials:

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

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

N-[(2R,4aR,6R,7R,8R,8aS)-6-Allyloxy-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

(2R,4aR,6R,7R,8R,8aS)-6-Allyloxy-7-amino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol