methyl 4-deoxy-4-triaza-1,2-dien-2-ium-1-ylpentopyranoside

Base Information

• Chemical Name: methyl 4-deoxy-4-triaza-1,2-dien-2-ium-1-ylpentopyranoside
• CAS No.: 18390-73-3
• Molecular Formula: C₆H₁₁N₃O₄
• Molecular Weight: 189.171
• Mol file: 18390-73-3.mol

Synonyms:NSC170197

Chemical Property of methyl 4-deoxy-4-triaza-1,2-dien-2-ium-1-ylpentopyranoside

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 4-deoxy-4-triaza-1,2-dien-2-ium-1-ylpentopyranoside

There total 21 articles about methyl 4-deoxy-4-triaza-1,2-dien-2-ium-1-ylpentopyranoside 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: 93.0%

methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-β-L-arabinopyranoside (13143-95-8) → methyl 4-azido-4-deoxy-β-L-arabinopyranoside (18390-72-2,18390-73-3,20379-31-1)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

DOI:10.1055/s-0030-1258174

Reference yield: 85.0%

methyl 4-O-p-nitrobenzenesulfonyl-β-D-xylopyranoside (25029-43-0) → methyl 4-azido-4-deoxy-β-L-arabinopyranoside (18390-72-2,18390-73-3,20379-31-1)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; at 45 ℃; for 5h;

DOI:10.1055/s-0030-1258174

Reference yield: 80.0%

(3aS,6S,7R,7aR)-6-Methoxy-2-oxo-tetrahydro-2λ4-[1,3,2]dioxathiolo[4,5-c]pyran-7-ol (102718-99-0) → Methyl-4-azido-4-deoxy-α-D-xylopyranosid (13143-96-9,18390-73-3,20379-31-1)

Guidance literature:

With sodium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 100 - 135 ℃; highly regio- and stereoselective method for azido-sugar preparation; further solvents;

DOI:10.1016/S0040-4039(01)84594-9

upstream raw materials:

(3aS,6S,7R,7aR)-6-Methoxy-2-oxo-tetrahydro-2λ⁴-[1,3,2]dioxathiolo[4,5-c]pyran-7-ol

methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-β-L-arabinopyranoside

methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-β-L-arabinopyranoside

methyl 4-azido-4-deoxy-2,3-O-isopropylidene-α-L-arabinopyranoside

Refernces

• 1、 He,Wimmer,Verquin,Meutermans,Ferro. "Investigations into the decomposition of aminoacyl-substituted monosaccharide scaffolds from a drug discovery library". . p. 4070 - 4079. Retrieved 2015/03/30.
• 2、 Kline,Trent,Stead,Lee,Sousa,Felise,Nguyen,Miller. "Synthesis of and evaluation of lipid A modification by 4-substituted 4-deoxy arabinose analogs as potential inhibitors of bacterial polymyxin resistance". . p. 1507 - 1510. Retrieved 2008/09/20.