(Z)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Base Information

• Chemical Name: (Z)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS No.: 217090-66-9
• Molecular Formula: C₂₇H₃₄O₃
• Molecular Weight: 406.565
• Mol file: 217090-66-9.mol

Synonyms:(Z)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property of (Z)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

There total 1 articles about (Z)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 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:

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 3-phenylpropiolate (59078-31-8) + methyllithium (917-54-4) + benzaldehyde (100-52-7) → (E)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester + (Z)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (217090-66-9) + (E)-2-((S)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester + (Z)-2-((S)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Guidance literature:

With copper(l) iodide; diethylaluminium chloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) Et₂O, -23 deg C, 1.5 h; 2.) Et₂O, hexane, -78 deg C, 3 h then 0 deg C, 1 h;

DOI:10.1016/S0040-4039(98)01875-9

Reference yield:

(Z)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (217090-66-9) → (R)-methoxyphenylacetic acid (3966-32-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Ag₂O / acetonitrile / Heating

2: LiAlH₄ / tetrahydrofuran / 0 °C

3: periodic acid / RuCl₃

With lithium aluminium tetrahydride; periodic acid; silver(l) oxide; ruthenium trichloride; In tetrahydrofuran; acetonitrile;

DOI:10.1016/S0040-4039(98)01875-9

Reference yield:

(Z)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (217090-66-9) → methyl (R)-(-)-2-methoxy-2-phenylacetate (32174-46-2)

Guidance literature:

Multi-step reaction with 4 steps

1: Ag₂O / acetonitrile / Heating

2: LiAlH₄ / tetrahydrofuran / 0 °C

3: periodic acid / RuCl₃

4: Me₃SiCl

With lithium aluminium tetrahydride; chloro-trimethyl-silane; periodic acid; silver(l) oxide; ruthenium trichloride; In tetrahydrofuran; acetonitrile;

DOI:10.1016/S0040-4039(98)01875-9

upstream raw materials:

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 3-phenylpropiolate

methyllithium

benzaldehyde

Downstream raw materials:

(Z)-2-((R)-Methoxy-phenyl-methyl)-3-phenyl-but-2-enoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

(R)-methoxyphenylacetic acid

methyl (R)-(-)-2-methoxy-2-phenylacetate

(E)-2-((R)-Methoxy-phenyl-methyl)-3-phenyl-but-2-en-1-ol