Deslanoside

Base Information

• Chemical Name: Deslanoside
• CAS No.: 17598-65-1
• Deprecated CAS: 11004-41-4,11029-69-9,1329-81-3,35-58-5
• Molecular Formula: C47H74O19
• Molecular Weight: 943.093
• Hs Code.: 2938900000
• European Community (EC) Number: 241-568-1
• UNII: YGY317RK75
• DSSTox Substance ID: DTXSID1022897
• Nikkaji Number: J4.081I
• Wikipedia: Deslanoside
• Wikidata: Q5264583
• NCI Thesaurus Code: C65368
• Pharos Ligand ID: X817WYRRANH7
• Metabolomics Workbench ID: 43312
• ChEMBL ID: CHEMBL1614
• Mol file: 17598-65-1.mol

Synonyms:Cedilanid D;Cedilanid-D;CedilanidD;Desacetyl Lanatoside;Desacetyldigilanide C;Desacetyllanatoside C;Deslanatoside C;Deslanoside;Lanatoside, Desacetyl

Chemical Property of Deslanoside

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: 220-235 °C
• Refractive Index: 1.619
• Boiling Point: 732.1°C (rough estimate)
• PKA: 12.89±0.70(Predicted)
• PSA: 282.21000
• Density: 1.439 g/cm³
• LogP: 0.04230
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 19
• Rotatable Bond Count: 10
• Exact Mass: 942.48243013
• Heavy Atom Count: 66
• Complexity: 1760

Purity/Quality:

98% ^*data from raw suppliers

DesacetyllanatosideC ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 23/25-33:
• Hazard Codes: 23/25-33:
• Statements: 23/25-33
• Safety Statements: 1-22-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CC(C5(C4(CCC5C6=CC(=O)OC6)O)C)O)C)O)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)O)O
• Isomeric SMILES: C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3C[C@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)C)O)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O
• Uses: Cardiotonic.

Technology Process of Deslanoside

There total 5 articles about Deslanoside 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: 89.0%

2””,3””,4””,6””-tetra-O-acetyl-deslanoside (1469804-92-9) → Deslanoside (17598-65-1)

Guidance literature:

With methanol; sodium methylate; at 0 - 20 ℃; for 1h; stereoselective reaction;

DOI:10.1002/adsc.201300414

Reference yield:

lanatoside C (17575-22-3,18846-67-8,19080-23-0) → Deslanoside (17598-65-1)

Guidance literature:

With methanol; calcium hydroxide;

DOI:10.1002/hlca.193301601172

Reference yield:

digoxin (20830-75-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → Deslanoside (17598-65-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diphenyltin(IV) dichloride / tetrahydrofuran / 0.17 h / 20 °C

1.2: 24 h / 20 - 30 °C

2.1: methanol; sodium methylate / 1 h / 0 - 20 °C

With methanol; sodium methylate; diphenyltin(IV) dichloride; In tetrahydrofuran; 1.2: |Koenigs-Knorr Glycosidation;

DOI:10.1002/adsc.201300414

upstream raw materials:

lanatoside C

2””,3””,4””,6””-tetra-O-acetyl-deslanoside

digoxin

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

digoxin

Refernces

• 1、 Muramatsu, Wataru,Yoshimatsu, Hirofumi. "Regio- and stereochemical controlled koenigs-knorr-type monoglycosylation of secondary hydroxy groups in carbohydrates utilizing the high site recognition ability of organotin catalysts". . p. 2518 - 2524. Retrieved 2013/10/21.