Agn-PC-00efma

Base Information

• Chemical Name: Agn-PC-00efma
• CAS No.: 20379-52-6
• Molecular Formula: C14H18N3O5+
• Molecular Weight: 308.3093
• NSC Number: 212138,125616
• DSSTox Substance ID: DTXSID90400575,DTXSID60942538
• Mol file: 20379-52-6.mol

Synonyms:20379-52-6;17460-38-7;AGN-PC-00EFMA;SCHEMBL14864298;DTXSID60942538;DTXSID90400575;NSC125616;NSC212138;NSC-125616;NSC-212138;Methyl 3-azido-4,6-O-benzylidene-3-deoxyhexopyranoside

Chemical Property of Agn-PC-00efma

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 307.11682065
• Heavy Atom Count: 22
• Complexity: 425

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(C2C(O1)COC(O2)C3=CC=CC=C3)N=[N+]=[N-])O

Technology Process of Agn-PC-00efma

There total 6 articles about Agn-PC-00efma 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:

methyl-3-azido-3-deoxy-α-D-glucopyranoside (5152-11-4) + benzaldehyde dimethyl acetal (1125-88-8) → methyl 3-azido-4,6-O-benzylidene-3-deoxy-α-D-glucopyranoside (20379-52-6)

Guidance literature:

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

Reference yield:

methyl 2-O-benzoyl-4,6-O-benzylidene-α-D-allopyranoside (56253-26-0) → methyl 3-azido-4,6-O-benzylidene-3-deoxy-α-D-glucopyranoside (20379-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyridine / 24 h / 70 °C

2: 1.)azide / 1.)azide 2.)O-debenzoylation

With 1.)azide; In pyridine;

DOI:10.1016/0008-6215(85)85171-5

Reference yield:

3-azido-3-deoxy-1,2:5,6-di-(O-isopropylidene)-α-D-glucofuranose (13964-23-3) → methyl 3-azido-4,6-O-benzylidene-3-deoxy-α-D-glucopyranoside (20379-52-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: HCl / methanol / 1 h / Heating

1.2: pyridine / 20 °C

2.1: NaOMe / methanol / 1 h / 20 °C

3.1: pTsOH / dimethylformamide / 3 h / 60 °C

With hydrogenchloride; sodium methylate; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; 1.1: Ring cleavage / 1.2: Acetylation / 2.1: Deacetylation / 3.1: Etherification;

upstream raw materials:

methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-brosyl-α-D-allopyranoside

methyl-3-azido-3-deoxy-α-D-glucopyranoside

benzaldehyde dimethyl acetal

3-azido-3-deoxy-1,2:5,6-di-(O-isopropylidene)-α-D-glucofuranose

Downstream raw materials:

methyl 3-azido-2-S-benzoyl-4,6-O-benzylidene-3-deoxy-α-D-mannopyranoside

methyl 3-azido-4-O-benzoyl-2-S-benzoyl-6-bromo-3,6-dideoxy-α-D-mannopyranoside

methyl 3-azido-4,6-O-benzylidene-3-deoxy-2-O-trifluoromethanesulfonyl-α-D-glucopyranoside

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