(3R,5S,6S,7S,8S)-[8-[(E)-1,5-dimethylhex-1-enyl]-7-methoxy-6-p-methoxybenzyloxy-1-oxaspiro[2.5]oct-5-yloxy]isopropyldimethylsilane

Base Information

• Chemical Name: (3R,5S,6S,7S,8S)-[8-[(E)-1,5-dimethylhex-1-enyl]-7-methoxy-6-p-methoxybenzyloxy-1-oxaspiro[2.5]oct-5-yloxy]isopropyldimethylsilane
• CAS No.: 655253-35-3
• Molecular Formula: C₂₉H₄₈O₅Si
• Molecular Weight: 504.783

Synonyms:

Chemical Property of (3R,5S,6S,7S,8S)-[8-[(E)-1,5-dimethylhex-1-enyl]-7-methoxy-6-p-methoxybenzyloxy-1-oxaspiro[2.5]oct-5-yloxy]isopropyldimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,5S,6S,7S,8S)-[8-[(E)-1,5-dimethylhex-1-enyl]-7-methoxy-6-p-methoxybenzyloxy-1-oxaspiro[2.5]oct-5-yloxy]isopropyldimethylsilane

There total 18 articles about (3R,5S,6S,7S,8S)-[8-[(E)-1,5-dimethylhex-1-enyl]-7-methoxy-6-p-methoxybenzyloxy-1-oxaspiro[2.5]oct-5-yloxy]isopropyldimethylsilane 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)-3,7-dimethyloct-3-enol (56134-54-4) → (3R,5S,6S,7S,8S)-[8-[(E)-1,5-dimethylhex-1-enyl]-7-methoxy-6-p-methoxybenzyloxy-1-oxaspiro[2.5]oct-5-yloxy]isopropyldimethylsilane (655253-35-3)

Guidance literature:

Multi-step reaction with 13 steps

1.1: 65 percent / CrO₃; H₂SO₄ / H₂O; acetone / 0.25 h / 0 °C

2.1: oxalyl chloride; DMF / CH₂Cl₂ / 4 h / 0 - 20 °C

3.1: 9.16 g / BuLi / tetrahydrofuran; hexane / -78 - 0 °C

4.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 55 percent / tetrahydrofuran; hexane / 1 h / -78 °C

5.1: 5.83 g / tetrabutylammonium periodate / CHCl₃ / 2 h / 60 °C

6.1: trimethylaluminum / toluene; tetrahydrofuran / 0.5 h / 20 °C

6.2: 75 percent / toluene; tetrahydrofuran / 24 h / 20 °C

7.1: 93 percent / Ag₂O / diethyl ether / 8 h / 45 °C

8.1: 86 percent / tetrahydrofuran / 12 h / 20 °C

9.1: 78 percent / [(1,3-dimesitylimidazolidin-2-yl){P(c-hexyl)3}RuCl₂(=CHPh)] / toluene / 0.75 h / 70 °C

10.1: 82 percent / H₂O₂; K₂CO₃ / methanol; H₂O / 2 h / 0 °C

11.1: 82 percent / NaBH₄; diphenyl diselenide; acetic acid / ethanol / 0.25 h / 0 °C

12.1: 76 percent / 4-(dimethylamino)pyridine / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

13.1: 22 mg / BuLi / tetrahydrofuran; hexane / 2.5 h / -78 - 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; chromium(VI) oxide; dmap; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; sulfuric acid; diphenyl diselenide; dihydrogen peroxide; trimethylaluminum; potassium carbonate; tetrabutylammonium periodite; acetic acid; N,N-dimethyl-formamide; silver(l) oxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1021/jo035065+

Reference yield:

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → (3R,5S,6S,7S,8S)-[8-[(E)-1,5-dimethylhex-1-enyl]-7-methoxy-6-p-methoxybenzyloxy-1-oxaspiro[2.5]oct-5-yloxy]isopropyldimethylsilane (655253-35-3)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 70 percent / camphorsulfonic acid / CH₂Cl₂ / 24 h / 20 °C

2.1: DIBAL-H / toluene / 0.33 h / -78 °C

3.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 55 percent / tetrahydrofuran; hexane / 1 h / -78 °C

4.1: 5.83 g / tetrabutylammonium periodate / CHCl₃ / 2 h / 60 °C

5.1: trimethylaluminum / toluene; tetrahydrofuran / 0.5 h / 20 °C

5.2: 75 percent / toluene; tetrahydrofuran / 24 h / 20 °C

6.1: 93 percent / Ag₂O / diethyl ether / 8 h / 45 °C

7.1: 86 percent / tetrahydrofuran / 12 h / 20 °C

8.1: 78 percent / [(1,3-dimesitylimidazolidin-2-yl){P(c-hexyl)3}RuCl₂(=CHPh)] / toluene / 0.75 h / 70 °C

9.1: 82 percent / H₂O₂; K₂CO₃ / methanol; H₂O / 2 h / 0 °C

10.1: 82 percent / NaBH₄; diphenyl diselenide; acetic acid / ethanol / 0.25 h / 0 °C

11.1: 76 percent / 4-(dimethylamino)pyridine / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

12.1: 22 mg / BuLi / tetrahydrofuran; hexane / 2.5 h / -78 - 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; sodium tetrahydroborate; n-butyllithium; diphenyl diselenide; camphor-10-sulfonic acid; dihydrogen peroxide; trimethylaluminum; diisobutylaluminium hydride; potassium carbonate; tetrabutylammonium periodite; acetic acid; silver(l) oxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo035065+

Reference yield:

(E)-4-iodo-3-methylbut-3-en-1-ol (78592-73-1) → (3R,5S,6S,7S,8S)-[8-[(E)-1,5-dimethylhex-1-enyl]-7-methoxy-6-p-methoxybenzyloxy-1-oxaspiro[2.5]oct-5-yloxy]isopropyldimethylsilane (655253-35-3)

Guidance literature:

Multi-step reaction with 16 steps

1.1: imidazole / tetrahydrofuran / 1 h / 20 °C

2.1: magnesium / tetrahydrofuran / 1 h / 70 °C

2.2: ZnCl₂ / tetrahydrofuran / 1 h / 20 °C

2.3: Pd(PPh₃)4 / tetrahydrofuran / 16 h / 20 °C

3.1: 1.84 g / Bu₄NF / tetrahydrofuran / 2 h / 20 °C

4.1: 65 percent / CrO₃; H₂SO₄ / H₂O; acetone / 0.25 h / 0 °C

5.1: oxalyl chloride; DMF / CH₂Cl₂ / 4 h / 0 - 20 °C

6.1: 9.16 g / BuLi / tetrahydrofuran; hexane / -78 - 0 °C

7.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.5 h / -78 °C

7.2: 55 percent / tetrahydrofuran; hexane / 1 h / -78 °C

8.1: 5.83 g / tetrabutylammonium periodate / CHCl₃ / 2 h / 60 °C

9.1: trimethylaluminum / toluene; tetrahydrofuran / 0.5 h / 20 °C

9.2: 75 percent / toluene; tetrahydrofuran / 24 h / 20 °C

10.1: 93 percent / Ag₂O / diethyl ether / 8 h / 45 °C

11.1: 86 percent / tetrahydrofuran / 12 h / 20 °C

12.1: 78 percent / [(1,3-dimesitylimidazolidin-2-yl){P(c-hexyl)3}RuCl₂(=CHPh)] / toluene / 0.75 h / 70 °C

13.1: 82 percent / H₂O₂; K₂CO₃ / methanol; H₂O / 2 h / 0 °C

14.1: 82 percent / NaBH₄; diphenyl diselenide; acetic acid / ethanol / 0.25 h / 0 °C

15.1: 76 percent / 4-(dimethylamino)pyridine / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

16.1: 22 mg / BuLi / tetrahydrofuran; hexane / 2.5 h / -78 - 20 °C

With 1H-imidazole; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; chromium(VI) oxide; dmap; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; sulfuric acid; diphenyl diselenide; tetrabutyl ammonium fluoride; dihydrogen peroxide; trimethylaluminum; potassium carbonate; tetrabutylammonium periodite; magnesium; acetic acid; N,N-dimethyl-formamide; silver(l) oxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1021/jo035065+

upstream raw materials:

(E)-3,7-dimethyloct-3-enol

O-(4-methoxybenzyl)-trichloroacetimidate

(E)-4-iodo-3-methylbut-3-en-1-ol

(E)-4-tert-butyldimethylsilyloxy-1-iodo-2-methyl-1-butene

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 655253-35-3 (3R,5S,6S,7S,8S)-[8-[(E)-1,5-dimethylhex-1-enyl]-7-methoxy-6-p-methoxybenzyloxy-1-oxaspiro[2.5]oct-5-yloxy]isopropyldimethylsilane

Send

Send

Metric Ton KG G Pound L ML

Send

Send