(2'RS)-3',4',3'',4'',5'',6''-hexahydro-6'-phenyldispiro[cyclohexane-1,4'-[2H]pyran-2',2''-[2H]pyran]-5'-carbonitrile

Base Information

• Chemical Name: (2'RS)-3',4',3'',4'',5'',6''-hexahydro-6'-phenyldispiro[cyclohexane-1,4'-[2H]pyran-2',2''-[2H]pyran]-5'-carbonitrile
• CAS No.: 1271933-31-3
• Molecular Formula: C₂₁H₂₅NO₂
• Molecular Weight: 323.435

Synonyms:(2'RS)-3',4',3'',4'',5'',6''-hexahydro-6'-phenyldispiro[cyclohexane-1,4'-[2H]pyran-2',2''-[2H]pyran]-5'-carbonitrile

Chemical Property of (2'RS)-3',4',3'',4'',5'',6''-hexahydro-6'-phenyldispiro[cyclohexane-1,4'-[2H]pyran-2',2''-[2H]pyran]-5'-carbonitrile

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Technology Process of (2'RS)-3',4',3'',4'',5'',6''-hexahydro-6'-phenyldispiro[cyclohexane-1,4'-[2H]pyran-2',2''-[2H]pyran]-5'-carbonitrile

There total 3 articles about (2'RS)-3',4',3'',4'',5'',6''-hexahydro-6'-phenyldispiro[cyclohexane-1,4'-[2H]pyran-2',2''-[2H]pyran]-5'-carbonitrile 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: 93.0%

2-methylidenetetrahydropyran (38614-15-2) + 2-cyclohexylidene-3-oxo-3-phenylpropionitrile (89809-92-7) → (2'RS)-3',4',3'',4'',5'',6''-hexahydro-6'-phenyldispiro[cyclohexane-1,4'-[2H]pyran-2',2''-[2H]pyran]-5'-carbonitrile (1271933-31-3)

Guidance literature:

With hydroquinone; In toluene; at 110 ℃; for 24h;

DOI:10.1016/j.tet.2010.12.053

Reference yield:

Benzoylacetonitrile (614-16-4) → (2'RS)-3',4',3'',4'',5'',6''-hexahydro-6'-phenyldispiro[cyclohexane-1,4'-[2H]pyran-2',2''-[2H]pyran]-5'-carbonitrile (1271933-31-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; 3-amino propanoic acid / toluene / 5 h / Reflux

2: hydroquinone / toluene / 24 h / 110 °C

With acetic acid; hydroquinone; 3-amino propanoic acid; In toluene; 1: Knoevenagel condensation / 2: hetero-Diels-Alder reaction;

DOI:10.1016/j.tet.2010.12.053

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → (2'RS)-3',4',3'',4'',5'',6''-hexahydro-6'-phenyldispiro[cyclohexane-1,4'-[2H]pyran-2',2''-[2H]pyran]-5'-carbonitrile (1271933-31-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; 3-amino propanoic acid / toluene / 5 h / Reflux

2: hydroquinone / toluene / 24 h / 110 °C

With acetic acid; hydroquinone; 3-amino propanoic acid; In toluene; 1: Knoevenagel condensation / 2: hetero-Diels-Alder reaction;

DOI:10.1016/j.tet.2010.12.053

upstream raw materials:

2-methylidenetetrahydropyran

2-cyclohexylidene-3-oxo-3-phenylpropionitrile

cyclohexanone

Benzoylacetonitrile

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