Allyl 4,6-O-benzylidene-2-(2-carboxybenzamido)-2-deoxy-α-D-allopyranoside

Base Information

• Chemical Name: Allyl 4,6-O-benzylidene-2-(2-carboxybenzamido)-2-deoxy-α-D-allopyranoside
• CAS No.: 136845-45-9
• Molecular Formula: C₂₄H₂₅NO₈
• Molecular Weight: 455.464
• Mol file: 136845-45-9.mol

Synonyms:Allyl 4,6-O-benzylidene-2-(2-carboxybenzamido)-2-deoxy-α-D-allopyranoside

Chemical Property of Allyl 4,6-O-benzylidene-2-(2-carboxybenzamido)-2-deoxy-α-D-allopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Allyl 4,6-O-benzylidene-2-(2-carboxybenzamido)-2-deoxy-α-D-allopyranoside

There total 4 articles about Allyl 4,6-O-benzylidene-2-(2-carboxybenzamido)-2-deoxy-α-D-allopyranoside 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: 95.0%

phthalic anhydride (85-44-9) + Allyl 2-Amino-4,6-O-benzylidene-2-deoxy-α-D-allopyranoside (136773-79-0) → Allyl 4,6-O-benzylidene-2-(2-carboxybenzamido)-2-deoxy-α-D-allopyranoside (136845-45-9)

Guidance literature:

With triethylamine; In methanol; for 0.5h; Ambient temperature;

DOI:10.1039/c39910001099

Reference yield:

Allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-allopyranoside (136845-44-8) → Allyl 4,6-O-benzylidene-2-(2-carboxybenzamido)-2-deoxy-α-D-allopyranoside (136845-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / 1 N aq. NaOH / 144 h / Heating

2: 95 percent / Et₃N / methanol / 0.5 h / Ambient temperature

With sodium hydroxide; triethylamine; In methanol;

DOI:10.1002/hlca.19920750505

Reference yield:

Allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (138456-61-8) → N-((2R,4aR,6R,7R,8S,8aS)-6-Allyloxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-phthalamic acid (127085-05-6,136845-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 N aq. NaOH / 144 h / Heating

2: NEt₃ / methanol / 0.5 h / Ambient temperature

With sodium hydroxide; triethylamine; In methanol;

DOI:10.1002/hlca.19920750505

upstream raw materials:

phthalic anhydride

Allyl 2-Amino-4,6-O-benzylidene-2-deoxy-α-D-allopyranoside

Allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-allopyranoside

Allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(methanesulfonyl)-D-glucopyranoside

Downstream raw materials:

Allyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-α-D-allopyranoside

Allyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-α-D-allopyranoside

Allyl 3-O-benzyl-4,6-O-benzylidene-2-<2-(benzyloxycarbonyl)benzamido>-2-deoxy-α-D-allopyranoside

Allyl 6-O-benzyl-2-deoxy-2-phthalimido-α-D-allopyranoside