CID 5709362

Base Information

• Chemical Name: CID 5709362
• CAS No.: 13992-26-2
• Molecular Formula: C14H19N3O9
• Molecular Weight: 373.32
• Hs Code.: 29329990
• Mol file: 13992-26-2.mol

Synonyms:

Chemical Property of CID 5709362

Chemical Property:

• Melting Point: 96-99 °C(lit.)
• PSA: 164.18000
• LogP: -0.16744
• Storage Temp.: ?20°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 10
• Exact Mass: 373.11212919
• Heavy Atom Count: 26
• Complexity: 617

Purity/Quality:

98%, ^*data from raw suppliers

2,3,4,6-Tetra-O-acetyl-b-D-galactopyranosyl azide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(C(C(O1)N=[N+]=[N-])OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)N=[N+]=[N-])OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of CID 5709362

There total 25 articles about CID 5709362 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: 100.0%

β-D-galactose peracetate (4163-60-4) → (2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-azidotetrahydro-2H-pyran-3,4,5-triyl triacetate (13992-26-2)

Guidance literature:

With trimethylsilylazide; silver perchlorate; tin(IV) chloride; In dichloromethane; toluene; for 3h; Ambient temperature;

DOI:10.1246/cl.1994.247

Reference yield: 100.0%

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → (2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-azidotetrahydro-2H-pyran-3,4,5-triyl triacetate (13992-26-2)

Guidance literature:

With sodium azide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; In dichloromethane;

DOI:10.1016/S0040-4039(00)02286-3

Reference yield: 97.6%

α-D-galactopyranosyl bromide + acetone (67-64-1) → (2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-azidotetrahydro-2H-pyran-3,4,5-triyl triacetate (13992-26-2)

Guidance literature:

With sodium azide; In water; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.202006814

upstream raw materials:

2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl chloride

acetic anhydride

2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl diphenyl phosphate

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Downstream raw materials:

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosylamine

N-benzoyl-β-D-galactopyranosylamine

N¹-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)succinamic acid

N,N'-di(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-N,N'-di[methoxycarbonylmethylcarbamoylmethyl]terephthalamide

Refernces

• 1、 Gonzalez, Gabriel,Hodoň, Ji?í,Kazakova, Anna,D'Acunto, Cosimo Walter,Kaňovsky, Petr,Urban, Milan,Strnad, Miroslav. "Novel pentacyclic triterpenes exhibiting strong neuroprotective activity in SH-SY5Y cells in salsolinol- and glutamate-induced neurodegeneration models". supporting information. . Retrieved 2021/01/26.
• 2、 Burtsev, Ivan D.,Volov, Alexander N.,Volov, Nikolai A.. "New amphiphilic platinum(II) phthalocyanine with peracetylated β-galactose moiety – Synthesis and photophysical properties". . . Retrieved 2021/06/28.