Lankacidin C diacetate

Base Information

• Chemical Name: Lankacidin C diacetate
• CAS No.: 23498-38-6
• Molecular Formula: C₂₉H₃₇NO₉
• Molecular Weight: 543.614
• Wikidata: Q76387215
• Mol file: 23498-38-6.mol

Synonyms:Lankacidin C diacetate;Lankacidin C 8,14-diacetate;Propanamide, N-(7,13-bis(acetyloxy)-1,4,10,19-tetramethyl-17,18-dioxo-16-oxabicyclo(13.2.2)nonadeca-3,5,9,11-tetraen-2-yl)-, diacetate (ester) (all-E-(1S,2R,7S,13S,15R,19R)-;Propanamide, N-(7,13-bis(acetyloxy)-1,4,10,19-tetramethyl-17,18-dioxo-16-oxabicyclo(13.2.2)nonadeca-3,5,9,11-tetraen-2-yl)-2-oxo-, (1S-(1R*,2S*,3E,5E,7R*,9E,11E,13R*,15S*,19S*))-;23498-38-6;LS-119036

Chemical Property of Lankacidin C diacetate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.21g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 543.24683176
• Heavy Atom Count: 39
• Complexity: 1150

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C2CC(C=CC(=CCC(C=CC(=CC(C(C1=O)(C(=O)O2)C)NC(=O)C(=O)C)C)OC(=O)C)C)OC(=O)C
• Isomeric SMILES: C[C@@H]1[C@H]2C[C@@H](/C=C\C(=C/C[C@@H](/C=C\C(=C/[C@H]([C@@](C1=O)(C(=O)O2)C)NC(=O)C(=O)C)\C)OC(=O)C)\C)OC(=O)C

Technology Process of Lankacidin C diacetate

There total 3 articles about Lankacidin C diacetate 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:

glycine-d5 (4896-77-9) + acetic anhydride (108-24-7) → Acetic acid (3E,5E,9E,11E)-(1S,2R,7S,13S,15R,19R)-7-acetoxy-1,4,10,19-tetramethyl-17,18-dioxo-2-(2-oxo-propionylamino)-16-oxa-bicyclo[13.2.2]nonadeca-3,5,9,11-tetraen-13-yl ester (23498-38-6)

Guidance literature:

With pyridine; Multistep reaction; 1.) biosynthesis by Streptomyces sp.;

DOI:10.1016/S0040-4039(00)85824-4

Reference yield:

→ Lankacidin C-8,14-diacetat (23498-38-6)

Guidance literature:

Verb. II, CH3COCl;

DOI:10.1248/cpb.22.99

Reference yield:

→ Acetic acid (3E,5E,9E,11E)-(R)-7-acetoxy-1,4,10,19-tetramethyl-17,18-dioxo-2-(2-oxo-propionylamino)-16-oxa-bicyclo[13.2.2]nonadeca-3,5,9,11-tetraen-13-yl ester (23498-38-6)

Guidance literature:

Bundlin A (I), Essigsaeureanhydrid;

upstream raw materials:

glycine-d5

acetic anhydride