(3aS,6aS)-3-<(Z)-allylidene>-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one

Base Information

• Chemical Name: (3aS,6aS)-3-<(Z)-allylidene>-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one
• CAS No.: 160695-15-8
• Molecular Formula: C₂₃H₂₆O₆
• Molecular Weight: 398.456

Synonyms:(3aS,6aS)-3-<(Z)-allylidene>-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one

Chemical Property of (3aS,6aS)-3-<(Z)-allylidene>-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (3aS,6aS)-3-<(Z)-allylidene>-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one

There total 5 articles about (3aS,6aS)-3-<(Z)-allylidene>-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one 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:

(8,8-Dimethyl-2-oxo-6,10-dioxa-spiro[4.5]dec-3-en-1-yl)-acetic acid ethyl ester → (3aS,6aS)-3-<(Z)-allylidene>-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one (160695-15-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 45 percent / CH₂Cl₂ / 168 h / Ambient temperature

2: 1.) K₂CO₃, Bu₃SnCH₂I, 18-crown-6, 2.) BuLi

3: 1.) LiHMDS / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 30 min

4: Et₃N / CH₂Cl₂ / 0.25 h

5: DBU / CH₂Cl₂ / 1 h

With n-butyllithium; 18-crown-6 ether; potassium carbonate; tri-n-butylstannylmethyl iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; In dichloromethane;

Reference yield:

(5S)-5-ethoxycarbonylmethyl-5',5'-dimethylspirodioxan>-4-one (148727-46-2) → (3aS,6aS)-3-<(Z)-allylidene>-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one (160695-15-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) K₂CO₃, Bu₃SnCH₂I, 18-crown-6, 2.) BuLi

2: 1.) LiHMDS / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 30 min

3: Et₃N / CH₂Cl₂ / 0.25 h

4: DBU / CH₂Cl₂ / 1 h

With n-butyllithium; 18-crown-6 ether; potassium carbonate; tri-n-butylstannylmethyl iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; In dichloromethane;

Reference yield:

4-methoxy-phenol (150-76-5) → (3aS,6aS)-3-<(Z)-allylidene>-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one (160695-15-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) K₂CO₃, Bu₃SnCH₂I, 18-crown-6, 2.) BuLi

2: 1.) LiHMDS / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 30 min

3: Et₃N / CH₂Cl₂ / 0.25 h

4: DBU / CH₂Cl₂ / 1 h

With n-butyllithium; 18-crown-6 ether; potassium carbonate; tri-n-butylstannylmethyl iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; In dichloromethane;

upstream raw materials:

(5S)-5-ethoxycarbonylmethyl-5',5'-dimethylspirodioxan>-4-one

4-methoxy-phenol

(3aS,6aS)-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one

(3R,3aS,6aS)-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3-<(1R)-1-hydroxyallyl>-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one

Downstream raw materials:

(3aS,6aS)-3-<(E)-allylidene>-6a-(4-methoxyphenoxymethyl)-5',5'-dimethyl-3a,6a-dihydrospiro<4H-cyclopentafuran-4,2'-<1,3>dioxan>-2(3H)-one

(4S,5S)-5-<1-(hydroxymethyl)-(E)-buta-1,3-dienyl>-4-(4-methoxyphenoxymethyl)-5',5'-dimethylspirodioxan>-4-ol

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