(E)-(2R,3R,6R)-7-Benzyloxy-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

Base Information

• Chemical Name: (E)-(2R,3R,6R)-7-Benzyloxy-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-4,6-dimethyl-hept-4-en-3-ol
• CAS No.: 905732-37-8
• Molecular Formula: C₂₇H₃₆O₅
• Molecular Weight: 440.58

Synonyms:(E)-(2R,3R,6R)-7-Benzyloxy-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

Chemical Property of (E)-(2R,3R,6R)-7-Benzyloxy-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(2R,3R,6R)-7-Benzyloxy-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

There total 11 articles about (E)-(2R,3R,6R)-7-Benzyloxy-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-4,6-dimethyl-hept-4-en-3-ol 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: 80.0%

(E)-(2S,3S,4S,5R,8R)-9-Benzyloxy-4,6,8-trimethyl-2-triethylsilanyloxy-5-triisopropylsilanyloxy-non-6-en-3-ol (905732-36-7) + p-Anisaldehyde dimethyl acetal (2186-92-7) → (E)-(2R,3R,6R)-7-Benzyloxy-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-4,6-dimethyl-hept-4-en-3-ol (905732-37-8)

Guidance literature:

(E)-(2S,3S,4S,5R,8R)-9-Benzyloxy-4,6,8-trimethyl-2-triethylsilanyloxy-5-triisopropylsilanyloxy-non-6-en-3-ol; With camphor-10-sulfonic acid; In methanol; dichloromethane; at 0 ℃; for 0.25h;

p-Anisaldehyde dimethyl acetal; With camphor-10-sulfonic acid; In dichloromethane; at 0 - 20 ℃; for 1h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 6h;

DOI:10.1016/j.tetlet.2006.05.010

Reference yield:

(E)-(R)-5-Benzyloxy-2,4-dimethyl-pent-2-enal (373645-82-0) → (E)-(2R,3R,6R)-7-Benzyloxy-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-4,6-dimethyl-hept-4-en-3-ol (905732-37-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 85 percent / i-Pr₂NEt / TiCl₄ / CH₂Cl₂ / 3 h / -78 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 20 °C

3.1: CSA / CH₂Cl₂; methanol / 8 h / 0 °C

4.1: 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

5.1: DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

6.1: CSA / CH₂Cl₂; methanol / 0.25 h / 0 °C

6.2: CSA / CH₂Cl₂ / 1 h / 0 - 20 °C

6.3: 80 percent / TBAF / tetrahydrofuran / 6 h / 0 - 20 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; titanium tetrachloride; In methanol; dichloromethane;

DOI:10.1016/j.tetlet.2006.05.010

Reference yield:

O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) → (E)-(2R,3R,6R)-7-Benzyloxy-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-4,6-dimethyl-hept-4-en-3-ol (905732-37-8)

Guidance literature:

Multi-step reaction with 11 steps

1.1: TfOH / cyclohexane; CH₂Cl₂ / 5 h / 0 °C

1.2: 85 percent / LAH / diethyl ether / 0.08 h / 0 °C

2.1: (COCl)2; Et₃N; DMSO / CH₂Cl₂ / -78 °C

3.1: CH₂Cl₂ / 3 h / 20 °C

4.1: LAH / diethyl ether / 0.17 h / 0 °C

5.1: SO₃-Py; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0.5 h / 0 °C

6.1: 85 percent / i-Pr₂NEt / TiCl₄ / CH₂Cl₂ / 3 h / -78 °C

7.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 20 °C

8.1: CSA / CH₂Cl₂; methanol / 8 h / 0 °C

9.1: 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

10.1: DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

11.1: CSA / CH₂Cl₂; methanol / 0.25 h / 0 °C

11.2: CSA / CH₂Cl₂ / 1 h / 0 - 20 °C

11.3: 80 percent / TBAF / tetrahydrofuran / 6 h / 0 - 20 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; oxalyl dichloride; pyridine-SO₃ complex; trifluorormethanesulfonic acid; camphor-10-sulfonic acid; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; titanium tetrachloride; In methanol; diethyl ether; dichloromethane; cyclohexane; dimethyl sulfoxide;

DOI:10.1016/j.tetlet.2006.05.010

upstream raw materials:

(E)-(2S,3S,4S,5R,8R)-9-Benzyloxy-4,6,8-trimethyl-2-triethylsilanyloxy-5-triisopropylsilanyloxy-non-6-en-3-ol

p-Anisaldehyde dimethyl acetal

(E)-(R)-5-Benzyloxy-2,4-dimethyl-pent-2-enal

(E)-(2S,4R,5R,8R)-9-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-4,6,8-trimethyl-non-6-en-3-one

Downstream raw materials:

(2R,3S,4S,5R,6S,7S,8S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-8-hydroxy-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-4-triethylsilanyloxy-nonanoic acid

(2R,3S,4S,5R,6S,7S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-8-oxo-4-triethylsilanyloxy-nonanoic acid

(2S,3S,4R,5R,6S,7S,8S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-4-triethylsilanyloxy-nonane-1,8-diol

Acetic acid (2S,3S,4R,5R,6S,7S,8S)-8-acetoxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-nonyl ester

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 905732-37-8 (E)-(2R,3R,6R)-7-Benzyloxy-2-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxolan-4-yl]-4,6-dimethyl-hept-4-en-3-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send