3-oxolauroyl-CoA

Base Information

• Chemical Name: 3-oxolauroyl-CoA
• CAS No.: 78303-19-2
• Molecular Formula: C₃₃H₅₆N₇O₁₈P₃S
• Molecular Weight: 963.831
• Wikidata: Q27103381
• Metabolomics Workbench ID: 51491
• Mol file: 78303-19-2.mol

Synonyms:3-oxolauroyl-CoA;3-ketolauroyl-CoA;3-ketododecanoyl-CoA;3-oxolauroyl-coenzyme A;3-ketolauroyl-coenzyme A;3-oxododecanoyl-coenzyme A;3-ketododecanoyl-coenzyme A;3-Oxododecanoyl-CoA;3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(3-oxododecanoyl)sulfanyl]ethyl}amino)propyl]amino}butyl] dihydrogen diphosphate};C05263;SCHEMBL1333343;CHEBI:27868;LMFA07050247;Q27103381;S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 3-oxododecanethioate

Chemical Property of 3-oxolauroyl-CoA

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 23
• Rotatable Bond Count: 30
• Exact Mass: 963.26154013
• Heavy Atom Count: 62
• Complexity: 1630

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
• Isomeric SMILES: CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O

Technology Process of 3-oxolauroyl-CoA

There total 5 articles about 3-oxolauroyl-CoA 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:

5-decanoyl-6-hydroxy-2,2-dimethyl-4H-1,3-dioxin-4-one (1025824-34-3) → 3-ketododecanoyl-S-CoA (78303-19-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 4 h / 90 °C

2: chloro-trimethyl-silane / dichloromethane / 96 h / 20 °C

3: sodium hydroxide / ethanol / 16 h / 80 °C

4: 1,1'-carbonyldiimidazole / tetrahydrofuran; water / 18 h / Inert atmosphere

5: hydrogenchloride / water; acetone / 48 h

With hydrogenchloride; chloro-trimethyl-silane; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; acetone;

DOI:10.1002/anie.201301680

Reference yield:

methyl 3-oxododecanoate (76835-64-8) → 3-ketododecanoyl-S-CoA (78303-19-2)

Guidance literature:

Multi-step reaction with 4 steps

1: chloro-trimethyl-silane / dichloromethane / 96 h / 20 °C

2: sodium hydroxide / ethanol / 16 h / 80 °C

3: 1,1'-carbonyldiimidazole / tetrahydrofuran; water / 18 h / Inert atmosphere

4: hydrogenchloride / water; acetone / 48 h

With hydrogenchloride; chloro-trimethyl-silane; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; acetone;

DOI:10.1002/anie.201301680

Reference yield:

(2-nonyl-[1,3]dioxolan-2-yl)-acetic acid methyl ester (109873-29-2) → 3-ketododecanoyl-S-CoA (78303-19-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / ethanol / 16 h / 80 °C

2: 1,1'-carbonyldiimidazole / tetrahydrofuran; water / 18 h / Inert atmosphere

3: hydrogenchloride / water; acetone / 48 h

With hydrogenchloride; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; ethanol; water; acetone;

DOI:10.1002/anie.201301680

upstream raw materials:

5-decanoyl-6-hydroxy-2,2-dimethyl-4H-1,3-dioxin-4-one

methyl 3-oxododecanoate

(2-nonyl-[1,3]dioxolan-2-yl)-acetic acid methyl ester

1-decanoic acid