((2S,4R,4aR,6R,8aR)-4-(benzyloxy)-6-(but-3-en-1-yl)-6-methoxy-3-methyleneoctahydropyrano-[3,2-b]pyran-2-yl)methanol

Base Information

• Chemical Name: ((2S,4R,4aR,6R,8aR)-4-(benzyloxy)-6-(but-3-en-1-yl)-6-methoxy-3-methyleneoctahydropyrano-[3,2-b]pyran-2-yl)methanol
• CAS No.: 1335029-12-3
• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.477

Synonyms:((2S,4R,4aR,6R,8aR)-4-(benzyloxy)-6-(but-3-en-1-yl)-6-methoxy-3-methyleneoctahydropyrano-[3,2-b]pyran-2-yl)methanol

Chemical Property of ((2S,4R,4aR,6R,8aR)-4-(benzyloxy)-6-(but-3-en-1-yl)-6-methoxy-3-methyleneoctahydropyrano-[3,2-b]pyran-2-yl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2S,4R,4aR,6R,8aR)-4-(benzyloxy)-6-(but-3-en-1-yl)-6-methoxy-3-methyleneoctahydropyrano-[3,2-b]pyran-2-yl)methanol

There total 1 articles about ((2S,4R,4aR,6R,8aR)-4-(benzyloxy)-6-(but-3-en-1-yl)-6-methoxy-3-methyleneoctahydropyrano-[3,2-b]pyran-2-yl)methanol 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: 100.0%

((2S,4R,4aR,6R,8aR)-4-Benzyloxy-6-but-3-enyl-6-methoxy-3-methylene-octahydro-pyrano[3,2-b]pyran-2-ylmethoxy)-tert-butyl-dimethyl-silane (328535-20-2) → ((2S,4R,4aR,6R,8aR)-4-(benzyloxy)-6-(but-3-en-1-yl)-6-methoxy-3-methyleneoctahydropyrano-[3,2-b]pyran-2-yl)methanol (1335029-12-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h;

DOI:10.1002/anie.201101741

Reference yield:

((2S,4R,4aR,6R,8aR)-4-(benzyloxy)-6-(but-3-en-1-yl)-6-methoxy-3-methyleneoctahydropyrano-[3,2-b]pyran-2-yl)methanol (1335029-12-3) → C22H28O5 (1335028-87-9)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1002/anie.201101741

Reference yield:

((2S,4R,4aR,6R,8aR)-4-(benzyloxy)-6-(but-3-en-1-yl)-6-methoxy-3-methyleneoctahydropyrano-[3,2-b]pyran-2-yl)methanol (1335029-12-3) → C65H86O12

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 0 °C

2.1: tert.-butyl lithium / diethyl ether; pentane / 0.5 h / -78 - 25 °C

2.2: 0.5 h / -78 °C

2.3: -78 - 25 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C

3.2: 16 h / 0 - 20 °C

4.1: pyridine; sodium periodate; osmium(VIII) oxide / tetrahydrofuran; water / 2 h

5.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.75 h / -78 °C / Inert atmosphere

5.2: 0.75 h / -78 °C / Inert atmosphere

5.3: -78 - 20 °C / Inert atmosphere

6.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.75 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine; lithium chloride / acetonitrile / 0.17 h

7.2: 20.17 h

8.1: borane-THF; ethane / tetrahydrofuran; toluene / 0.12 h / 0 °C / Inert atmosphere

8.2: 0 - 20 °C / Inert atmosphere

9.1: water; acetic acid / tetrahydrofuran / 40 h / 55 °C

10.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h

With pyridine; sodium periodate; osmium(VIII) oxide; borane-THF; ethane; water; tert.-butyl lithium; sulfur trioxide pyridine complex; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; acetonitrile; mineral oil; pentane; 7.1: Horner-Wadsworth-Emmons olefination / 7.2: Horner-Wadsworth-Emmons olefination / 10.1: Parikh-Doering oxidation;

DOI:10.1002/anie.201101741

upstream raw materials:

((2S,4R,4aR,6R,8aR)-4-Benzyloxy-6-but-3-enyl-6-methoxy-3-methylene-octahydro-pyrano[3,2-b]pyran-2-ylmethoxy)-tert-butyl-dimethyl-silane

Downstream raw materials:

(6R,E)-6-((2S,6R,8S,11R)-11-(benzyloxy)-4-methyl-8-(((S)-2,2,4-trimethyl-1,3-dioxolan-4-yl)methyl)-1,7-dioxaspiro[5.5]undec-4-en-2-yl)-1-((2S,4aR,6S,8R,8aR)-8-(benzyloxy)-6-((1S,3S)-1-(benzyloxy)-3-((2S,6R,11S)-11-methyl-1,7-dioxaspiro[5.5]undecan-2-yl)butyl)-2-methoxy-7-methyleneoctahydropyrano[3,2-b]pyran-2-yl)hept-4-en-3-one

(2S)-3-((2S,5R,6R,8S)-5-(benzyloxy)-8-((R,E)-4-((2R,4a'R,5R,6'S,8'R,8a'R)-8'-(benzyloxy)-6'-((1S,3S)-1-(benzyloxy)-3-((2S,6R,11S)-11-methyl-1,7-dioxaspiro[5.5]undecan-2-yl)butyl)-7'-methyleneoctahydro-3H,3'H-spiro[furan-2,2'-pyrano[3,2-b]pyran]-5-yl)but-3-en-2-yl)-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl)-2-methylpropane-1,2-diol

(2S)-3-((2S,5R,6R,8S)-5-(benzyloxy)-8-((R,E)-4-((2R,4a'R,5R,6'S,8'R,8a'R)-8'-(benzyloxy)-6'-((1S,3S)-1-(benzyloxy)-3-((2S,6R,11S)-11-methyl-1,7-dioxaspiro[5.5]undecan-2-yl)butyl)-7'-methyleneoctahydro-3H,3'H-spiro[furan-2,2'-pyrano[3,2-b]pyran]-5-yl)but-3-en-2-yl)-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl)-2-hydroxy-2-methylpropanoic acid

(1R,3S)-1-((2S,4R,4aR,6R,8aR)-4-(benzyloxy)-6-(but-3-en-1-yl)-6-methoxy-3-methyleneoctahydropyrano[3,2-b]pyran-2-yl)-3-((2S,6R,11S)-11-methyl-1,7-dioxaspiro[5.5]undecan-2-yl)butan-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 1335029-12-3 ((2S,4R,4aR,6R,8aR)-4-(benzyloxy)-6-(but-3-en-1-yl)-6-methoxy-3-methyleneoctahydropyrano-[3,2-b]pyran-2-yl)methanol

Send

Send

Metric Ton KG G Pound L ML

Send

Send