Oxeclosporin

Base Information

• Chemical Name: Oxeclosporin
• CAS No.: 135548-15-1
• Molecular Formula: C64H115 N11 O14
• Molecular Weight: 1262.66
• UNII: R7988D03JM
• DSSTox Substance ID: DTXSID10873121
• Nikkaji Number: J609.104K
• Wikidata: Q27287882
• NCI Thesaurus Code: C132271
• ChEMBL ID: CHEMBL217642
• Mol file: 135548-15-1.mol

Synonyms:cyclosporin A, 2-(O-(2-hydroxyethyl)-D-serine)-;oxeclosporin;SDZ IMM 125;SDZ IMM-125;SDZ-IMM-125

Chemical Property of Oxeclosporin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1334.8°Cat760mmHg
• PKA: 13.32±0.70(Predicted)
• Flash Point: 761°C
• PSA: 308.26000
• Density: 1.033g/cm³
• LogP: 3.48610
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 19
• Exact Mass: 1261.86249738
• Heavy Atom Count: 89
• Complexity: 2400

Purity/Quality:

98% ^*data from raw suppliers

OXECLOSPORIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(=O)N(CC(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)N(C(C(=O)N(C(C(=O)N(C(C(=O)N1)C(C(C)CC=CC)O)C)C(C)C)C)CC(C)C)C)CC(C)C)C)COCCO)C)CC(C)C)C)C(C)C)CC(C)C)C)C
• Isomeric SMILES: CC[C@H]1C(=O)N(CC(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N1)[C@@H]([C@H](C)C/C=C/C)O)C)C(C)C)C)CC(C)C)C)CC(C)C)C)COCCO)C)CC(C)C)C)C(C)C)CC(C)C)C)C

Technology Process of Oxeclosporin

There total 4 articles about Oxeclosporin 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: 81.0%

-D-serine>8-cyclosporin (135548-17-3) → 8-cyclosporin (135548-15-1)

Guidance literature:

With lithium borohydride; In ethanol; for 3h; Ambient temperature;

DOI:10.1021/jm00011a004

Reference yield:

8-cyclosporin → 8-cyclosporin (135548-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / tetraethylammonium chloride, 30percent NaOH / CH₂Cl₂ / 0.75 h / Ambient temperature

2: 81 percent / lithium borohydride / ethanol / 3 h / Ambient temperature

With sodium hydroxide; lithium borohydride; tetraethylammonium chloride; In ethanol; dichloromethane;

DOI:10.1021/jm00011a004

Reference yield:

8-cyclosporin (164028-67-5) → 8-cyclosporin (135548-15-1)

Guidance literature:

With lithium borohydride; In ethanol; Ambient temperature;

DOI:10.1021/jm00011a004

upstream raw materials:

-D-serine>⁸-cyclosporin

⁸-cyclosporin

-D-serine>⁸-cyclosporin

Downstream raw materials:

(O-<2-tosyloxy)ethyl>-D-serine)⁸-cyclosporin

Refernces