Laurenyne

Base Information

Chemical Name:Laurenyne
CAS No.:77182-65-1
Molecular Formula:C₁₅H₁₉ClO
Molecular Weight:250.768
Hs Code.:
NSC Number:346196
DSSTox Substance ID:DTXSID80419555
Wikidata:Q82230601

Synonyms:(3Z)-laurenyne;laurenyne

Suppliers and Price of Laurenyne

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 2 raw suppliers

Chemical Property of Laurenyne

Chemical Property:

Vapor Pressure:0.000122mmHg at 25°C
Boiling Point:345.6°Cat760mmHg
Flash Point:162.8°C
PSA：9.23000
Density:1.03g/cm³
LogP:3.85320
XLogP3:4.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:3
Exact Mass:250.1124429
Heavy Atom Count:17
Complexity:345

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC=CC1CC=CCC(C(O1)CC=CC#C)Cl
Isomeric SMILES:C/C=C/[C@@H]1C/C=C\CC(C(O1)C/C=C/C#C)Cl

Technology Process of Laurenyne

There total 13 articles about Laurenyne 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: 97.0%

: (2R,3R,8R)-7-chloro-2-[(1E)-1-propenyl]-8-[(2E)-5-trimethylsilylpent-2-en-4-ynyl]-3,4,7,8-tetrahydro-2H-oxocine

: 77182-65-1
(+)-laurenyne

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 2h;
DOI:10.1021/ol0267174

Reference yield:

: C₂₂H₃₈O₄Si₂

: 77182-65-1
(+)-laurenyne

Guidance literature:: Multi-step reaction with 6 steps

1.1: 0.29 g / CrCl₂ / tetrahydrofuran / 4 h / 20 °C

2.1: 97 percent / HF / acetonitrile; H₂O / 3 h / 0 °C

3.1: NEt₃; MsCl / CH₂Cl₂ / 2 h / 20 °C

3.2: 85 percent / DBU / CH₂Cl₂ / 6 h / 20 °C

4.1: 78 percent / catecholborane / (R)-2-nBu-4,4-Ph₂-1-aza-2-bora-3-oxabicyclo[3.3.0]octan / toluene / 5 h / -20 °C

5.1: 60 percent / CCl₄; trioctylphosphine; triethylbenzylammonium chloride / toluene / 6 h / Heating

6.1: 97 percent / K₂CO₃ / methanol / 2 h / 20 °C

With chromium dichloride; tetrachloromethane; TOP; hydrogen fluoride; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; methanesulfonyl chloride; triethylamine; benzo[1,3,2]dioxaborole; (R)-tetrahydro-1-n-butyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile; 1.1: Takai olefination;
DOI:10.1021/ol0267174

Reference yield:

: C₂₂H₄₀O₄Si₂

: 77182-65-1
(+)-laurenyne

Guidance literature:: Multi-step reaction with 7 steps

1.1: Dess-Martin periodinane / CH₂Cl₂; pyridine / 2 h / 20 °C

2.1: 0.29 g / CrCl₂ / tetrahydrofuran / 4 h / 20 °C

3.1: 97 percent / HF / acetonitrile; H₂O / 3 h / 0 °C

4.1: NEt₃; MsCl / CH₂Cl₂ / 2 h / 20 °C

4.2: 85 percent / DBU / CH₂Cl₂ / 6 h / 20 °C

5.1: 78 percent / catecholborane / (R)-2-nBu-4,4-Ph₂-1-aza-2-bora-3-oxabicyclo[3.3.0]octan / toluene / 5 h / -20 °C

6.1: 60 percent / CCl₄; trioctylphosphine; triethylbenzylammonium chloride / toluene / 6 h / Heating

7.1: 97 percent / K₂CO₃ / methanol / 2 h / 20 °C

With chromium dichloride; tetrachloromethane; TOP; hydrogen fluoride; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; Dess-Martin periodane; methanesulfonyl chloride; triethylamine; benzo[1,3,2]dioxaborole; (R)-tetrahydro-1-n-butyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; toluene; acetonitrile; 2.1: Takai olefination;
DOI:10.1021/ol0267174