Ccris 6972

Base Information

• Chemical Name: Ccris 6972
• CAS No.: 154869-41-7
• Molecular Formula: C₂₀H₂₈O₈
• Molecular Weight: 396.438
• DSSTox Substance ID: DTXSID00935085
• Nikkaji Number: J564.875K
• Wikidata: Q82911093
• Mol file: 154869-41-7.mol

Synonyms:(8S-(8R*,16R*))-8,16-Bis(2-oxopropyl)-1,9-dioxacyclohexadecane-2,5,10,13-tetrone;154869-41-7;CCRIS 6972;1,9-Dioxacyclohexadecane-2,5,10,13-tetrone, 8,16-bis(2-oxopropyl)-, (8S-(8R*,16R*))-;DTXSID00935085;8,16-bis(2-oxopropyl)-1,9-dioxacyclohexadecane-2,5,10,13-tetrone

Chemical Property of Ccris 6972

Chemical Property:

• Vapor Pressure: 9.01E-18mmHg at 25°C
• Boiling Point: 669.2°C at 760 mmHg
• Flash Point: 289.7°C
• Density: 1.118g/cm³
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 396.17841785
• Heavy Atom Count: 28
• Complexity: 568

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)CC1CCC(=O)CCC(=O)OC(CCC(=O)CCC(=O)O1)CC(=O)C
• Isomeric SMILES: CC(=O)C[C@@H]1CCC(=O)CCC(=O)O[C@@H](CCC(=O)CCC(=O)O1)CC(=O)C

Technology Process of Ccris 6972

There total 39 articles about Ccris 6972 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: 74.0%

C20H32O8 → <8S,16S>-8,16-bis(2-oxopropyl)-1,9-dioxacyclohexadeca-2,5,10,13-tetraone (154869-41-7)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.202105793

Reference yield: 45.0%

C20H32O8 → (8R,16R)-8,16-bis(2-oxopropyl)-1,9-dioxacyclohexadecane-2,5,10,13-tetraone (154869-41-7)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.202105793

Reference yield:

tert-butyl(((3S)-1-((4S)-2-(4-methoxyphenyl)-1,3-dioxolan-4-yl)hex-5-en-3-yl)oxy)dimethylsilane → <8S,16S>-8,16-bis(2-oxopropyl)-1,9-dioxacyclohexadeca-2,5,10,13-tetraone (154869-41-7)

Guidance literature:

Multi-step reaction with 13 steps

1: diisobutylaluminium hydride / dichloromethane / 5 h / -78 °C / Inert atmosphere

2: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 20 °C / Inert atmosphere

3: dichloromethane / 2 h

4: hydrogen fluoride; pyridine / tetrahydrofuran / 48 h / 20 °C

5: dmap / toluene / 3 h

6: lithium hydroxide monohydrate / tetrahydrofuran; water / 48 h / 20 °C

7: hydrogen fluoride; pyridine / tetrahydrofuran / 48 h / 20 °C

8: N-ethyl-N,N-diisopropylamine / toluene / 3 h / 20 °C / Inert atmosphere

9: dmap / toluene / 20 °C / Schlenk technique; Inert atmosphere

10: palladium dichloride; copper diacetate / N,N-dimethyl-formamide; water / 48 h / 20 °C

11: platinum(IV) oxide; hydrogen / ethyl acetate / 2 h

12: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 4 h / 20 °C

13: Dess-Martin periodane / dichloromethane / 3 h / 0 °C / Inert atmosphere

With pyridine; dmap; platinum(IV) oxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; lithium hydroxide monohydrate; [bis(acetoxy)iodo]benzene; hydrogen fluoride; hydrogen; copper diacetate; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dichloride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1002/anie.202105793

upstream raw materials:

(3E,8S,11E,16S)-8,16-bis(2-oxopropyl)-1,9-dioxacyclohexadeca-3,11-diene-2,5,10,13-tetraone

Refernces

• 1、 Proksa,Uhrin,Adamcova,Muckova,Fuska. "Vermiculin derivatives. Part 1: Synthesis of vermiculin derivatives". . p. 738 - 740. Retrieved 2007/10/02.