2-(3-hydroxy-2-(hydroxymethyl)prop-1-en-1-yl)-3-isopropyl-6-methylenecyclohexane-1-carboxylic acid

Base Information

• Chemical Name: 2-(3-hydroxy-2-(hydroxymethyl)prop-1-en-1-yl)-3-isopropyl-6-methylenecyclohexane-1-carboxylic acid
• CAS No.: 116700-84-6
• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.353
• Mol file: 116700-84-6.mol

Synonyms:2-(3-hydroxy-2-(hydroxymethyl)prop-1-en-1-yl)-3-isopropyl-6-methylenecyclohexane-1-carboxylic acid

Chemical Property of 2-(3-hydroxy-2-(hydroxymethyl)prop-1-en-1-yl)-3-isopropyl-6-methylenecyclohexane-1-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-hydroxy-2-(hydroxymethyl)prop-1-en-1-yl)-3-isopropyl-6-methylenecyclohexane-1-carboxylic acid

There total 5 articles about 2-(3-hydroxy-2-(hydroxymethyl)prop-1-en-1-yl)-3-isopropyl-6-methylenecyclohexane-1-carboxylic acid 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: 92.0%

methyl 2-((2,2-dimethyl-1,3-dioxan-5-ylidene)methyl)-3-isopropyl-6-methylenecyclohexane-1-carboxylate → 2-(3-hydroxy-2-(hydroxymethyl)prop-1-en-1-yl)-3-isopropyl-6-methylenecyclohexane-1-carboxylic acid (116700-84-6)

Guidance literature:

methyl 2-((2,2-dimethyl-1,3-dioxan-5-ylidene)methyl)-3-isopropyl-6-methylenecyclohexane-1-carboxylate; With hydrogenchloride; In methanol; water; at 20 ℃; for 1h;

With sodium hydroxide; In methanol; water; at 0 - 20 ℃;

DOI:10.1021/acs.joc.0c00344

Reference yield:

(3R,4RS)-2-(methoxycarbonyl)-4-(1-methylethyl)-1-<(trimethylsilyl)methyl>-3-<3-acetoxy-2-(acetoxymethyl)prop-1-en-1-yl>cyclohex-1-ene (116700-83-5) → 2-(3-hydroxy-2-(hydroxymethyl)prop-1-en-1-yl)-3-isopropyl-6-methylenecyclohexane-1-carboxylic acid (116700-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / trifluoroacetic acid / CH₂Cl₂ / 48 h / Ambient temperature

2: 1.09 g / aq. NaOH / 48 h / Ambient temperature

With trifluoroacetic acid; In sodium hydroxide; dichloromethane;

DOI:10.1021/ja00232a027

Reference yield:

(2SR,3RS,4RS)-2-(methoxycarbonyl)-4-(1-methylethyl)-1-methylene-3-<3-acetoxy-2-(acetoxymethyl)propen-1-yl>cyclohexane (116782-04-8) → 2-(3-hydroxy-2-(hydroxymethyl)prop-1-en-1-yl)-3-isopropyl-6-methylenecyclohexane-1-carboxylic acid (116700-84-6)

Guidance literature:

In sodium hydroxide; for 48h; Ambient temperature;

DOI:10.1021/ja00232a027

upstream raw materials:

(2SR,3RS,4RS)-2-(methoxycarbonyl)-4-(1-methylethyl)-1-methylene-3-<3-acetoxy-2-(acetoxymethyl)propen-1-yl>cyclohexane

(3R,4RS)-2-(methoxycarbonyl)-4-(1-methylethyl)-1-<(trimethylsilyl)methyl>-3-<3-acetoxy-2-(acetoxymethyl)prop-1-en-1-yl>cyclohex-1-ene

2-(methoxycarbonyl)-4-(1-methylethyl)cyclohex-2-en-1-one