1,7-Dioxaspiro5.5undec-4-ene

Base Information

• Chemical Name: 1,7-Dioxaspiro5.5undec-4-ene
• CAS No.: 113297-14-6
• Molecular Formula: C9H14 O2
• Molecular Weight: 154.209
• Mol file: 113297-14-6.mol

Synonyms:1,7-Dioxaspiro5.5undec-4-ene

Chemical Property of 1,7-Dioxaspiro5.5undec-4-ene

Chemical Property:

• PSA: 18.46000
• LogP: 1.85970

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,7-Dioxaspiro5.5undec-4-ene

There total 26 articles about 1,7-Dioxaspiro5.5undec-4-ene 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: 90.0%

non-4-yne-1,3,9-triol (1093662-73-7) → 1,7-dioxaspiro<5.5>undec-4-ene (113297-14-6)

Guidance literature:

With mercuric triflate; In acetonitrile; at 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ol201102x

Reference yield: 82.0%

(Z)-4-(5,6-dihydro-2H-pyran-2-ylidene)butan-1-ol (1093663-19-4) → 1,7-dioxaspiro<5.5>undec-4-ene (113297-14-6)

Guidance literature:

With 2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride; silver trifluoromethanesulfonate; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol802491m

Reference yield: 82.0%

4-(3,4-dihydro-2H-pyran-6-yl)-3-buten-1-ol (119529-11-2) → 1,7-dioxaspiro<5.5>undec-4-ene (113297-14-6)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2005.09.055

upstream raw materials:

1-(tetrahydro-2-methoxypyran-2-yl)-1-butyn-4-ol

2-(butyn-1-ol)tetrahydropyran

(Z)-4-(2-methoxytetrahydropyran-2-yl)but-3-en-1-ol

1-(2-hydroxytetrahydropyran-2-yl)-4-tetrahydropyran-2-yloxybut-1-ene

Downstream raw materials:

(4S,6S)- and (4R,6R)-4-(3,5-dinitrobenzoyloxy)-1,7-dioxaspiro<5.5>undecan

(4R,6S)- and (4S,6R)-4-(3,5-dinitrobenzoyloxy)-1,7-dioxaspiro<5.5>undecan

1,7-dioxaspiro[5.5]undecane

C₉H₁₄O₃

Refernces

• 1、 Brimble, Margaret A.,Edmonds, Michael K.,Williams, Geoffrey M.. "Allylic oxidation of unsaturated spiroketals". . p. 7509 - 7512. Retrieved 1990.
• 2、 Zhdanko, Alexander,Maier, Martin E.. "Gold(I)-, palladium(II)-, platinum(II)-, and mercury(II)-catalysed spirocyclization of 1,3-enynediols: Reaction scope". . p. 3411 - 3422. Retrieved 2014/06/09.
• 3、 Aponick, Aaron,Li, Chuan-Ying,Palmes, Jean A.. "Au-catalyzed cyclization of monopropargylic triols: An expedient synthesis of monounsaturated spiroketals". supporting information; experimental part. p. 121 - 124. Retrieved 2009/07/11.