Methyl2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside

Base Information

• Chemical Name: Methyl2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside
• CAS No.: 10300-76-2
• Molecular Formula: C16H21 N O6
• Molecular Weight: 323.34
• Mol file: 10300-76-2.mol

Synonyms:Glucopyranoside,methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-, b-D- (8CI); b-D-Glucopyranoside, methyl2-acetamido-4,6-O-benzylidene-2-deoxy- (6CI); Pyrano[3,2-d]-1,3-dioxin, b-D-glucopyranoside deriv.

Chemical Property of Methyl2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside

Chemical Property:

• Melting Point: 296-298 °C
• Boiling Point: 579.4±50.0 °C(Predicted)
• PKA: 12.70±0.70(Predicted)
• PSA: 86.25000
• Density: 1.30±0.1 g/cm3(Predicted)
• LogP: 0.72840

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 2-Acetamido-2-deoxy-4,6-O-benzlydene-O-β-D-glucopryanoside (cas# 10300-76-2) is a compound useful in organic synthesis.

Technology Process of Methyl2-acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside

There total 24 articles about Methyl2-acetamido-4,6-O-benzylidene-2-deoxy-b-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: 99.0%

benzaldehyde dimethyl acetal (1125-88-8) + methyl 2-acetylamido-2-deoxy-D-glucoside (6082-04-8) → methyl N-acetyl-2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (6619-02-9,6619-04-1,10300-76-2,16727-56-3,17327-07-0,28978-56-5,52885-36-6,52885-45-7,78216-83-8,78513-50-5,87038-18-4,88295-36-7,110508-78-6,113159-04-9,117064-54-7,128657-61-4,129784-17-4,137330-28-0,78216-82-7)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 60 ℃; for 10h; under 150.015 Torr;

DOI:10.1002/adsc.201100735

Reference yield: 92.0%

1-O-Methyl-2-amino-2-deoxy-4,6-O-benzyliden-β-D-glucopyranosid (76899-76-8) + acetic anhydride (108-24-7) → methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (10300-76-2)

Guidance literature:

With sodium methylate; In methanol; for 24h;

Reference yield: 88.0%

benzaldehyde (100-52-7) + methyl N-acetyl-β-D-glucosaminide (3946-01-8) → methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (10300-76-2)

Guidance literature:

With zinc(II) chloride; at 20 ℃; for 72h;

DOI:10.1007/s11172-020-2915-3

upstream raw materials:

2-acetylamino-O⁴,O⁶-((Ξ)-benzylidene)-2-deoxy-D-glucose

dimethyl sulfate

N-Acetyl-D-glucosamine

benzaldehyde dimethyl acetal

Downstream raw materials:

methyl-[O³-acetyl-2-acetylamino-O⁴,O⁶-((Ξ)-benzylidene)-2-deoxy-β-D-glucopyranoside]

Methyl-2-acetamido-2-deoxy-α-D-altropyranosid

methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

methyl 2-acetamido-3-O-(2-O-acetyl-3,4-di-O-benzyl-6-O-methyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside