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

Base Information

• Chemical Name: (3R,4RS)-2-(methoxycarbonyl)-4-(1-methylethyl)-1-<(trimethylsilyl)methyl>-3-<3-acetoxy-2-(acetoxymethyl)prop-1-en-1-yl>cyclohex-1-ene
• CAS No.: 116700-83-5
• Molecular Formula: C₂₃H₃₈O₆Si
• Molecular Weight: 438.637
• Mol file: 116700-83-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (3R,4RS)-2-(methoxycarbonyl)-4-(1-methylethyl)-1-<(trimethylsilyl)methyl>-3-<3-acetoxy-2-(acetoxymethyl)prop-1-en-1-yl>cyclohex-1-ene 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: 88.0%

(trimethylsilyl)methylmagnesium chloride (13170-43-9) + acetic anhydride (108-24-7) → (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)

Guidance literature:

With iron(III) chloride; at 0 ℃; for 0.116667h;

DOI:10.1021/ja00232a027

Reference yield: 70.0%

(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) → (2SR,3RS,4RS)-2-(methoxycarbonyl)-4-(1-methylethyl)-1-methylene-3-<3-acetoxy-2-(acetoxymethyl)propen-1-yl>cyclohexane (116782-04-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 48h; Ambient temperature;

DOI:10.1021/ja00232a027

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

upstream raw materials:

(trimethylsilyl)methylmagnesium chloride

acetic anhydride

Downstream raw materials:

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

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