methyl 4,6-O-benzylidene-3-deoxy-3-phenylazo-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-3-deoxy-3-phenylazo-α-D-glucopyranoside
• CAS No.: 101223-51-2
• Molecular Formula: C₂₀H₂₂N₂O₅
• Molecular Weight: 370.405
• Mol file: 101223-51-2.mol

Synonyms:methyl 4,6-O-benzylidene-3-deoxy-3-phenylazo-α-D-glucopyranoside

Chemical Property of methyl 4,6-O-benzylidene-3-deoxy-3-phenylazo-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4,6-O-benzylidene-3-deoxy-3-phenylazo-α-D-glucopyranoside

There total 6 articles about methyl 4,6-O-benzylidene-3-deoxy-3-phenylazo-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: 16.0%

phenylhydrazine hydrochloride (59-88-1) + O2,O4-benzylidene-O3-(1-methoxy-2-oxo-ethyl)-erythrose (134341-61-0) → methyl 4,6-O-benzylidene-3-deoxy-3-phenylazo-α-D-glucopyranoside (101223-51-2)

Guidance literature:

With sodium acetate; In water; at -15 - 92 ℃; Inert atmosphere; Darkness;

DOI:10.1055/s-0032-1317783

Reference yield: 15.0%

O2,O4-benzylidene-O3-(1-methoxy-2-oxo-ethyl)-erythrose (134341-61-0) + phenylhydrazine (100-63-0) → C20H22N2O5 (1426264-12-1) + methyl 4,6-O-benzylidene-3-deoxy-3-phenylazo-α-D-glucopyranoside (101223-51-2)

Guidance literature:

In water; at 85 ℃;

DOI:10.1055/s-0032-1317783

Reference yield:

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 4,6-O-benzylidene-3-deoxy-3-phenylazo-α-D-glucopyranoside (101223-51-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium periodate / water; methanol / 20 h / 5 - 20 °C / Darkness

2: sodium acetate / water / -15 - 92 °C / Inert atmosphere; Darkness

With sodium periodate; sodium acetate; In methanol; water;

DOI:10.1055/s-0032-1317783

upstream raw materials:

phenylhydrazine

(4aR)-6c-Methoxy-2c-phenyl-(4ar,9at)-hexahydro-[1,3]dioxino[5,4-e][1,4]dioxepin-7ξ,9ξ-diol

water

O²,O⁴-benzylidene-O³-(1-methoxy-2-oxo-ethyl)-erythrose

Downstream raw materials:

methyl-[O²-benzoyl-O⁴,O⁶-((R)-benzylidene)-3-phenylazo-3-deoxy-α-D-glucopyranoside]

methyl-[O⁴,O⁶-((R)-benzylidene)-O²-methyl-3-phenylazo-3-deoxy-α-D-glucopyranoside]

methyl 3-amino-4,6-O-benzylidene-3-deoxy-α-D-glucopyranoside

Methyl 3-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside