methyl (2EZ,5R,8RS)-11-acetoxy-8-(2-methoxyethoxymethoxy)-5-(1-methylethyl)-2-phenylthio-2-undeceonate

Base Information

• Chemical Name: methyl (2EZ,5R,8RS)-11-acetoxy-8-(2-methoxyethoxymethoxy)-5-(1-methylethyl)-2-phenylthio-2-undeceonate
• CAS No.: 113589-95-0
• Molecular Formula: C₂₇H₄₂O₇S
• Molecular Weight: 510.692

Synonyms:methyl (2EZ,5R,8RS)-11-acetoxy-8-(2-methoxyethoxymethoxy)-5-(1-methylethyl)-2-phenylthio-2-undeceonate

Chemical Property of methyl (2EZ,5R,8RS)-11-acetoxy-8-(2-methoxyethoxymethoxy)-5-(1-methylethyl)-2-phenylthio-2-undeceonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2EZ,5R,8RS)-11-acetoxy-8-(2-methoxyethoxymethoxy)-5-(1-methylethyl)-2-phenylthio-2-undeceonate

There total 10 articles about methyl (2EZ,5R,8RS)-11-acetoxy-8-(2-methoxyethoxymethoxy)-5-(1-methylethyl)-2-phenylthio-2-undeceonate 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:

(R)-3-(1-methylethyl)-6-oxoheptanal dimethylacetal (105897-85-6) → methyl (2EZ,5R,8RS)-11-acetoxy-8-(2-methoxyethoxymethoxy)-5-(1-methylethyl)-2-phenylthio-2-undeceonate (113589-95-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) NaH / 1.) dioxane, MeOH, reflux; 2.) reflux, 90 min

2: 62 percent / 1.) KOH / methanol; H₂O / 2 h / Heating

3: LiAlH₄ / diethyl ether / 1 h / below 10 deg C

4: EtN(i-Pr)2 / CH₂Cl₂ / 24 h / Heating

5: OsO₄, NaIO₄ / diethyl ether; H₂O / 7 h

6: LiAlH₄ / diethyl ether / 0.5 h / below 10 deg C

7: pyridine / Ambient temperature

8: 75 percent AcOH / 1 h / 30 °C

9: 1.) LDA / 1.) THF, below -60 deg C, 20 min; 2.) THF, below -60 deg C, 30 min

10: NaOAc / 0.67 h / 130 °C

With pyridine; potassium hydroxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium acetate; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In methanol; diethyl ether; dichloromethane; water;

DOI:10.1016/S0040-4020(01)86874-5

Reference yield:

(R)-3-(1-methylethyl)-6-oxo-9-decenal dimethylacetal (105897-86-7) → methyl (2EZ,5R,8RS)-11-acetoxy-8-(2-methoxyethoxymethoxy)-5-(1-methylethyl)-2-phenylthio-2-undeceonate (113589-95-0)

Guidance literature:

Multi-step reaction with 8 steps

1: LiAlH₄ / diethyl ether / 1 h / below 10 deg C

2: EtN(i-Pr)2 / CH₂Cl₂ / 24 h / Heating

3: OsO₄, NaIO₄ / diethyl ether; H₂O / 7 h

4: LiAlH₄ / diethyl ether / 0.5 h / below 10 deg C

5: pyridine / Ambient temperature

6: 75 percent AcOH / 1 h / 30 °C

7: 1.) LDA / 1.) THF, below -60 deg C, 20 min; 2.) THF, below -60 deg C, 30 min

8: NaOAc / 0.67 h / 130 °C

With pyridine; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium acetate; acetic acid; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In diethyl ether; dichloromethane; water;

DOI:10.1016/S0040-4020(01)86874-5

Reference yield:

(R)-8-(2,2-Dimethoxy-ethyl)-9-methyl-dec-1-en-5-ol (113590-01-5) → methyl (2EZ,5R,8RS)-11-acetoxy-8-(2-methoxyethoxymethoxy)-5-(1-methylethyl)-2-phenylthio-2-undeceonate (113589-95-0)

Guidance literature:

Multi-step reaction with 7 steps

1: EtN(i-Pr)2 / CH₂Cl₂ / 24 h / Heating

2: OsO₄, NaIO₄ / diethyl ether; H₂O / 7 h

3: LiAlH₄ / diethyl ether / 0.5 h / below 10 deg C

4: pyridine / Ambient temperature

5: 75 percent AcOH / 1 h / 30 °C

6: 1.) LDA / 1.) THF, below -60 deg C, 20 min; 2.) THF, below -60 deg C, 30 min

7: NaOAc / 0.67 h / 130 °C

With pyridine; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium acetate; acetic acid; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In diethyl ether; dichloromethane; water;

DOI:10.1016/S0040-4020(01)86874-5

upstream raw materials:

(R)-3-(1-methylethyl)-6-oxoheptanal dimethylacetal

(R)-3-(1-methylethyl)-6-oxo-9-decenal dimethylacetal

(R)-8-(2,2-Dimethoxy-ethyl)-9-methyl-dec-1-en-5-ol

(R)-7-(2,2-Dimethoxy-ethyl)-4-(2-methoxy-ethoxymethoxy)-8-methyl-nonan-1-ol

Downstream raw materials:

(3S,8R,9R,10S)-(-)-periplanone-B

methyl (2EZ,5R,8RS)-8-(2-methoxyethoxymethoxy)-5-(1-methylethyl)-2-phenylthio-11-p-toluenesulfonyloxy-2-undeceonate

methyl (1RS,2E,4S,7RS)-7-(2-methoxyethoxymethoxy)-4-(1-methylethyl)-1-phenylthio-2-cyclodecene-1-ylcarboxylate

(4S,5E)-7-methylene-4-(1-methylethyl)-10-phenylsulfinyl-5-cyclodecene-1-one

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 113589-95-0 methyl (2EZ,5R,8RS)-11-acetoxy-8-(2-methoxyethoxymethoxy)-5-(1-methylethyl)-2-phenylthio-2-undeceonate

Send

Send

Metric Ton KG G Pound L ML

Send

Send