(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl-(R)-α-hydroxy-α-(4-iodophenyl)benzeneacetate

Base Information

Chemical Name:(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl-(R)-α-hydroxy-α-(4-iodophenyl)benzeneacetate
CAS No.:153993-96-5
Molecular Formula:C₃₀H₃₃IO₃
Molecular Weight:568.495
Hs Code.:

Synonyms:(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl-(R)-α-hydroxy-α-(4-iodophenyl)benzeneacetate

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Chemical Property of (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl-(R)-α-hydroxy-α-(4-iodophenyl)benzeneacetate

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Technology Process of (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl-(R)-α-hydroxy-α-(4-iodophenyl)benzeneacetate

There total 5 articles about (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl-(R)-α-hydroxy-α-(4-iodophenyl)benzeneacetate 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: 95.0%

: phenylmagnesium bromide

: 153993-95-4
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl-4-iodobenzoylformate

: 153993-96-5
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl-(R)-α-hydroxy-α-(4-iodophenyl)benzeneacetate

Guidance literature:: In tetrahydrofuran; 1.) -78 deg C, 1 h, 2.) RT, 2 h;
DOI:10.1016/S0957-4166(00)80069-5

Reference yield:

: 591-50-4
iodobenzene

: 153993-96-5
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl-(R)-α-hydroxy-α-(4-iodophenyl)benzeneacetate

Guidance literature:: Multi-step reaction with 5 steps

1: 27 percent / AlCl₃ / CS₂ / 3 h

2: 50 percent / 2 N aq. NaOH / 1 h

3: Cl₂CHOCH₃ / CH₂Cl₂; 1,2-dichloro-ethane / 2 h / 80 °C

4: Et₃N / CH₂Cl₂; 1,2-dichloro-ethane

5: 95 percent / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) RT, 2 h

With sodium hydroxide; aluminium trichloride; Dichloromethyl methyl ether; triethylamine; In tetrahydrofuran; carbon disulfide; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0957-4166(00)80069-5

Reference yield:

: 90842-70-9
4-iodobenzoylformic acid ethyl ester

: 153993-96-5
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl-(R)-α-hydroxy-α-(4-iodophenyl)benzeneacetate

Guidance literature:: Multi-step reaction with 4 steps

1: 50 percent / 2 N aq. NaOH / 1 h

2: Cl₂CHOCH₃ / CH₂Cl₂; 1,2-dichloro-ethane / 2 h / 80 °C

3: Et₃N / CH₂Cl₂; 1,2-dichloro-ethane

4: 95 percent / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) RT, 2 h

With sodium hydroxide; Dichloromethyl methyl ether; triethylamine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0957-4166(00)80069-5