Oxepin, 2-[(1R,3Z)-1-chloro-3-hexen-5-ynyl]-2,3,6,7-tetrahydro-7-[(1S)-1-(phenyl methoxy)propyl]-, (2R,7R)-

Base Information

• Chemical Name: Oxepin, 2-[(1R,3Z)-1-chloro-3-hexen-5-ynyl]-2,3,6,7-tetrahydro-7-[(1S)-1-(phenyl methoxy)propyl]-, (2R,7R)-
• CAS No.: 333788-76-4
• Molecular Formula: C22H27ClO2
• Molecular Weight: 358.908

Synonyms:

Chemical Property of Oxepin, 2-[(1R,3Z)-1-chloro-3-hexen-5-ynyl]-2,3,6,7-tetrahydro-7-[(1S)-1-(phenyl methoxy)propyl]-, (2R,7R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oxepin, 2-[(1R,3Z)-1-chloro-3-hexen-5-ynyl]-2,3,6,7-tetrahydro-7-[(1S)-1-(phenyl methoxy)propyl]-, (2R,7R)-

There total 46 articles about Oxepin, 2-[(1R,3Z)-1-chloro-3-hexen-5-ynyl]-2,3,6,7-tetrahydro-7-[(1S)-1-(phenyl methoxy)propyl]-, (2R,7R)- 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%

(Z)-(S)-1-[(2R,7R)-7-((S)-1-Benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-hex-3-en-5-yn-1-ol (333788-75-3) → (2R,7R)-2-((S)-1-Benzyloxy-propyl)-7-((Z)-(R)-1-chloro-hex-3-en-5-ynyl)-2,3,6,7-tetrahydro-oxepine (333788-76-4)

Guidance literature:

With tetrachloromethane; 1-methylcyclohex-1-ene; N-benzyl-N,N,N-triethylammonium chloride; TOP; In toluene; at 80 ℃; for 2.5h;

DOI:10.1021/ol034923l

Reference yield:

1,5-hexadiene-3-ol (924-41-4) → (2R,7R)-2-((S)-1-Benzyloxy-propyl)-7-((Z)-(R)-1-chloro-hex-3-en-5-ynyl)-2,3,6,7-tetrahydro-oxepine (333788-76-4)

Guidance literature:

Multi-step reaction with 18 steps

1.1: 16.25 g / (-)-dicyclohexyltartrate; titanium tetraisopropoxide; tert-butyl hydroperoxide / CH₂Cl₂ / 40 h / -20 °C

2.1: PPTS / 0 - 20 °C

2.2: 89 percent / CuI / tetrahydrofuran; diethyl ether / -30 °C

3.1: 94 percent / KH; Bu₄NI / tetrahydrofuran / 3 h / 0 - 20 °C

4.1: 91 percent / p-TsOH / methanol / 0 - 20 °C

5.1: NaH / tetrahydrofuran / 1 h / 0 °C

5.2: 98 percent / tetrahydrofuran / 84 h / 20 °C

6.1: pivaloyl chloride; Et₃N / tetrahydrofuran / -78 - 0 °C

6.2: 70 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

7.1: NaN(SiMe₃)2 / toluene; tetrahydrofuran / 0.5 h / -78 °C

7.2: 86 percent / toluene; tetrahydrofuran / -78 - -45 °C

8.1: 92 percent / NaBH₄ / tetrahydrofuran; H₂O / 0 - 20 °C

9.1: 96 percent / (Cy₃P)2Cl₂Ru=CHPh / CH₂Cl₂ / 12 h / 40 °C

10.1: 96 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 5 °C

11.1: TiCl₄; (-)-sparteine; N-methylpyrroldinone / CH₂Cl₂ / 0.33 h / 0 °C

11.2: 92 percent / CH₂Cl₂ / 1 h / -78 °C

12.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

13.1: 0.370 g / NaBH₄ / tetrahydrofuran; H₂O / 43 h / 20 °C

14.1: 97 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 15 °C

15.1: NaN(SiMe₃)2; HMPA / tetrahydrofuran; toluene / -65 °C

15.2: 79 percent / tetrahydrofuran; toluene / 1 h / -78 °C

16.1: 88 percent / CuI; (i-Pr)2NEt / Pd(PPh₃)4 / tetrahydrofuran / 0 - 20 °C

17.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C

18.1: 74 percent / CCl₄; 1-methyl-1-cyclohexene; benzyl triethylammonium chloride / trioctylphosphine / toluene / 2.5 h / 80 °C

With 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; titanium(IV) isopropylate; tert.-butylhydroperoxide; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; copper(l) iodide; 1-methylcyclohex-1-ene; oxalyl dichloride; (-)-dicyclohexyl D-tartrate; tetrabutyl ammonium fluoride; N-benzyl-N,N,N-triethylammonium chloride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; pivaloyl chloride; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; (-)-sparteine; Grubbs catalyst first generation; tetrakis(triphenylphosphine) palladium⁽⁰⁾; TOP; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 1.1: Sharpless kinetic resolution / 10.1: Swern oxidation / 14.1: Swern oxidation / 16.1: Sonogashira coupling;

DOI:10.1021/ol034923l

Reference yield:

(4R,5S)-5-benzyloxy-1-hepten-4-ol (99838-64-9) → (2R,7R)-2-((S)-1-Benzyloxy-propyl)-7-((Z)-(R)-1-chloro-hex-3-en-5-ynyl)-2,3,6,7-tetrahydro-oxepine (333788-76-4)

Guidance literature:

Multi-step reaction with 14 steps

1.1: NaH / tetrahydrofuran / 1 h / 0 °C

1.2: 98 percent / tetrahydrofuran / 84 h / 20 °C

2.1: pivaloyl chloride; Et₃N / tetrahydrofuran / -78 - 0 °C

2.2: 70 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

3.1: NaN(SiMe₃)2 / toluene; tetrahydrofuran / 0.5 h / -78 °C

3.2: 86 percent / toluene; tetrahydrofuran / -78 - -45 °C

4.1: 92 percent / NaBH₄ / tetrahydrofuran; H₂O / 0 - 20 °C

5.1: 96 percent / (Cy₃P)2Cl₂Ru=CHPh / CH₂Cl₂ / 12 h / 40 °C

6.1: 96 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 5 °C

7.1: TiCl₄; (-)-sparteine; N-methylpyrroldinone / CH₂Cl₂ / 0.33 h / 0 °C

7.2: 92 percent / CH₂Cl₂ / 1 h / -78 °C

8.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

9.1: 0.370 g / NaBH₄ / tetrahydrofuran; H₂O / 43 h / 20 °C

10.1: 97 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 15 °C

11.1: NaN(SiMe₃)2; HMPA / tetrahydrofuran; toluene / -65 °C

11.2: 79 percent / tetrahydrofuran; toluene / 1 h / -78 °C

12.1: 88 percent / CuI; (i-Pr)2NEt / Pd(PPh₃)4 / tetrahydrofuran / 0 - 20 °C

13.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C

14.1: 74 percent / CCl₄; 1-methyl-1-cyclohexene; benzyl triethylammonium chloride / trioctylphosphine / toluene / 2.5 h / 80 °C

With 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; copper(l) iodide; 1-methylcyclohex-1-ene; oxalyl dichloride; tetrabutyl ammonium fluoride; N-benzyl-N,N,N-triethylammonium chloride; sodium hexamethyldisilazane; pivaloyl chloride; titanium tetrachloride; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; (-)-sparteine; Grubbs catalyst first generation; tetrakis(triphenylphosphine) palladium⁽⁰⁾; TOP; In tetrahydrofuran; dichloromethane; water; toluene; 6.1: Swern oxidation / 10.1: Swern oxidation / 12.1: Sonogashira coupling;

DOI:10.1021/ol034923l

upstream raw materials:

(Z)-(S)-1-[(2R,7R)-7-((S)-1-Benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-hex-3-en-5-yn-1-ol

1,5-hexadiene-3-ol

(4R,5S)-5-benzyloxy-1-hepten-4-ol

(1R)-1-[(1S)-oxiranyl]-but-3-en-1-ol

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 333788-76-4 Oxepin, 2-[(1R,3Z)-1-chloro-3-hexen-5-ynyl]-2,3,6,7-tetrahydro-7-[(1S)-1-(phenyl methoxy)propyl]-, (2R,7R)-

Send

Send

Metric Ton KG G Pound L ML

Send

Send