methyl (2Z,5S,7R)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-11-phenylundec-2-enoate

Base Information

• Chemical Name: methyl (2Z,5S,7R)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-11-phenylundec-2-enoate
• CAS No.: 1353654-14-4
• Molecular Formula: C₃₀H₅₄O₄Si₂
• Molecular Weight: 534.927

Synonyms:methyl (2Z,5S,7R)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-11-phenylundec-2-enoate

Chemical Property of methyl (2Z,5S,7R)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-11-phenylundec-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2Z,5S,7R)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-11-phenylundec-2-enoate

There total 15 articles about methyl (2Z,5S,7R)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-11-phenylundec-2-enoate 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:

(E)-7-phenylhept-2-en-1-ol → methyl (2Z,5S,7R)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-11-phenylundec-2-enoate (1353654-14-4)

Guidance literature:

Multi-step reaction with 15 steps

1.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve

1.2: 12 h / -20 °C

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 3 h / 0 °C

3.1: pyridine / dichloromethane / 0 - 20 °C

4.1: 1H-imidazole / dichloromethane / 0.08 h / 0 °C

4.2: 1 h / 20 °C

5.1: diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / -78 °C

6.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2.75 h / -78 °C

7.1: benzene / 2 h / Reflux

8.1: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 3 h / 0 - 20 °C

9.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve

9.2: 12 h / -20 °C

10.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 0 °C

11.1: pyridine / dichloromethane / 0 - 20 °C

12.1: 1H-imidazole / dichloromethane / 0.08 h / 0 °C

12.2: 1 h / 20 °C

13.1: diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / -78 °C

14.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2.75 h / -78 °C

15.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

15.2: 1 h / -78 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; aluminum (III) chloride; lithium aluminium tetrahydride; oxalyl dichloride; diethyl (2S,3S)-tartrate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; toluene; benzene; 1.1: Sharpless asymmetric epoxidation / 1.2: Sharpless asymmetric epoxidation / 6.1: Swern oxidation / 7.1: Wittig reaction / 9.1: Sharpless asymmetric epoxidation / 9.2: Sharpless asymmetric epoxidation / 14.1: Swern oxidation;

DOI:10.1055/s-0030-1260214

Reference yield:

[(2R,3R)-3-(4-phenylbutyl)oxiran-2-yl]methanol → methyl (2Z,5S,7R)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-11-phenylundec-2-enoate (1353654-14-4)

Guidance literature:

Multi-step reaction with 14 steps

1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 3 h / 0 °C

2.1: pyridine / dichloromethane / 0 - 20 °C

3.1: 1H-imidazole / dichloromethane / 0.08 h / 0 °C

3.2: 1 h / 20 °C

4.1: diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / -78 °C

5.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2.75 h / -78 °C

6.1: benzene / 2 h / Reflux

7.1: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 3 h / 0 - 20 °C

8.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve

8.2: 12 h / -20 °C

9.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 0 °C

10.1: pyridine / dichloromethane / 0 - 20 °C

11.1: 1H-imidazole / dichloromethane / 0.08 h / 0 °C

11.2: 1 h / 20 °C

12.1: diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / -78 °C

13.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2.75 h / -78 °C

14.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

14.2: 1 h / -78 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; aluminum (III) chloride; lithium aluminium tetrahydride; oxalyl dichloride; diethyl (2S,3S)-tartrate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; toluene; benzene; 5.1: Swern oxidation / 6.1: Wittig reaction / 8.1: Sharpless asymmetric epoxidation / 8.2: Sharpless asymmetric epoxidation / 13.1: Swern oxidation;

DOI:10.1055/s-0030-1260214

Reference yield:

(3R)-3-[tert-butyl(dimethyl)silyloxy]-7-phenylheptanal (1009359-57-2) → methyl (2Z,5S,7R)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-11-phenylundec-2-enoate (1353654-14-4)

Guidance literature:

Multi-step reaction with 9 steps

1.1: benzene / 2 h / Reflux

2.1: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 3 h / 0 - 20 °C

3.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve

3.2: 12 h / -20 °C

4.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 0 °C

5.1: pyridine / dichloromethane / 0 - 20 °C

6.1: 1H-imidazole / dichloromethane / 0.08 h / 0 °C

6.2: 1 h / 20 °C

7.1: diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / -78 °C

8.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2.75 h / -78 °C

9.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

9.2: 1 h / -78 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; aluminum (III) chloride; lithium aluminium tetrahydride; oxalyl dichloride; diethyl (2S,3S)-tartrate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; toluene; benzene; 1.1: Wittig reaction / 3.1: Sharpless asymmetric epoxidation / 3.2: Sharpless asymmetric epoxidation / 8.1: Swern oxidation;

DOI:10.1055/s-0030-1260214

upstream raw materials:

(3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-7-phenylheptan-1-ol

(3R)-3-[tert-butyl(dimethyl)silyloxy]-7-phenylheptanal

ethyl (2E)-7-phenylhept-2-enoate

[(2R,3R)-3-((2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhexyl)oxiran-2-yl]methanol

Downstream raw materials:

(6S)-5,6-dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-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 1353654-14-4 methyl (2Z,5S,7R)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-11-phenylundec-2-enoate

Send

Send

Metric Ton KG G Pound L ML

Send

Send