methyl (4R,1'S)-(+)-4-(1'-methyl-2'-propenyl)-1-cyclohexencarboxylate

Base Information

• Chemical Name: methyl (4R,1'S)-(+)-4-(1'-methyl-2'-propenyl)-1-cyclohexencarboxylate
• CAS No.: 145414-44-4
• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.274
• Mol file: 145414-44-4.mol

Synonyms:methyl (4R,1'S)-(+)-4-(1'-methyl-2'-propenyl)-1-cyclohexencarboxylate

Chemical Property of methyl (4R,1'S)-(+)-4-(1'-methyl-2'-propenyl)-1-cyclohexencarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (4R,1'S)-(+)-4-(1'-methyl-2'-propenyl)-1-cyclohexencarboxylate

There total 18 articles about methyl (4R,1'S)-(+)-4-(1'-methyl-2'-propenyl)-1-cyclohexencarboxylate 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: 68.0%

methyl (1S,4S,1'S)-(-)-4-(1'-methyl-2'-propenyl)-2-cyclohexenecarboxylate (145353-91-9) → methyl (4R,1'S)-(+)-4-(1'-methyl-2'-propenyl)-1-cyclohexencarboxylate (145414-44-4)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

Reference yield:

cyclohexenone (930-68-7) → (S)-4-((S)-1-Methyl-allyl)-cyclohex-1-enecarboxylic acid methyl ester (123376-79-4,123393-61-3,145414-44-4)

Guidance literature:

Multi-step reaction with 5 steps

1: TiCl₄ / CH₂Cl₂ / -78 degC, 6 h, then -40 degC, 4 h

2: NaH / tetrahydrofuran

3: NaBH₄ / propan-2-ol

4: Et₃N / CH₂Cl₂

5: NaOMe / CH₂Cl₂

With sodium tetrahydroborate; sodium methylate; titanium tetrachloride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; isopropyl alcohol;

DOI:10.1016/S0040-4039(00)95158-X

Reference yield:

cyclohexenone (930-68-7) → (S)-4-((R)-1-Methyl-allyl)-cyclohex-1-enecarboxylic acid methyl ester (123376-79-4,123393-61-3,145414-44-4)

Guidance literature:

Multi-step reaction with 5 steps

1: TiCl₄ / CH₂Cl₂ / -78 degC, 6 h, then -40 degC, 4 h

2: NaH / tetrahydrofuran

3: NaBH₄ / propan-2-ol

4: Et₃N / CH₂Cl₂

5: NaOMe / CH₂Cl₂

With sodium tetrahydroborate; sodium methylate; titanium tetrachloride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; isopropyl alcohol;

DOI:10.1016/S0040-4039(00)95158-X

upstream raw materials:

(R)-2-Methanesulfonyloxy-4-((R)-1-methyl-allyl)-cyclohexanecarboxylic acid methyl ester

cyclohexenone

(R*)-3-((R*)-but-3-en-2-yl)cyclohexan-1-one

(R)-2-Hydroxy-4-((R)-1-methyl-allyl)-cyclohexanecarboxylic acid methyl ester

Downstream raw materials:

methyl (4R,1'R)-(+)-4-(3'-hydroxypropyl)-1-cyclohexanecarboxylate

methyl (4R,1'R,3'RS)-(+)-4-(1',5'-dimethyl-3'-hydroxyhexyl)-1-cyclohexenecarboxylate

methyl (1'R,4R)-4-(2'-formyl-1'-methylethyl)cyclohex-1-ene-1-carboxylate

(+)-(4R)-[(S)-1,5-dimethyl-3-oxohexyl]cyclohex-1-enecarboxylic acid methyl ester