(S)-3-Methyl-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Base Information

• Chemical Name: (S)-3-Methyl-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
• CAS No.: 81002-23-5
• Molecular Formula: C₂₄H₃₈O₂
• Molecular Weight: 358.565
• Mol file: 81002-23-5.mol

Synonyms:(S)-3-Methyl-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property of (S)-3-Methyl-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-Methyl-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 6 articles about (S)-3-Methyl-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-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: 75.4%

n-butyllithium (109-72-8,29786-93-4) + (1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (E)-but-2-enoate (81002-19-9) → (S)-3-Methyl-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (81002-23-5)

Guidance literature:

With copper(l) iodide; boron trifluoride diethyl etherate; In diethyl ether; at -70 - 25 ℃;

DOI:10.1002/hlca.19810640842

Reference yield:

(-)-8-phenylmenthol (65253-04-5) → (S)-3-Methyl-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (81002-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC, DMAP / CH₂Cl₂ / 16 h / Ambient temperature

2: 75.4 percent / CuI, BF₃*Et₂O / diethyl ether / -70 - 25 °C

With dmap; copper(l) iodide; boron trifluoride diethyl etherate; dicyclohexyl-carbodiimide; In diethyl ether; dichloromethane;

DOI:10.1002/hlca.19810640842

Reference yield:

(+)-8-phenylmenthyl Z-crotonate (81002-20-2) → (S)-3-Methyl-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (81002-23-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / CuI, BF₃*Et₂O / diethyl ether / -70 - 25 °C

2: 11.6N NaOMe / methanol; H₂O / 24 h / 75 °C

3: DCC, DMAP / CH₂Cl₂ / 16 h / Ambient temperature

4: 75.4 percent / CuI, BF₃*Et₂O / diethyl ether / -70 - 25 °C

With dmap; copper(l) iodide; boron trifluoride diethyl etherate; sodium methylate; dicyclohexyl-carbodiimide; In methanol; diethyl ether; dichloromethane; water;

DOI:10.1002/hlca.19810640842

upstream raw materials:

n-butyllithium

(1'R,2'S,5'R)-2'-(2''-phenylpropan-2''-yl)-5'-methylcyclohexyl (E)-but-2-enoate

methyllithium

(E)-Hept-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Downstream raw materials:

(-)-(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl tetrolate

(+)-8-phenylmenthyl Z-crotonate

(E)-Hept-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

(-)-(S)-3-methylheptanoic acid