2,5,5-trimethyl-2-<2'-<1''R-methyl-3''-<(trimethylsilyl)hydroxymethyl>cyclohex-3''-en-2''-yl>ethyl>-1,3-dioxane acetyl ester

Base Information

• Chemical Name: 2,5,5-trimethyl-2-<2'-<1''R-methyl-3''-<(trimethylsilyl)hydroxymethyl>cyclohex-3''-en-2''-yl>ethyl>-1,3-dioxane acetyl ester
• CAS No.: 116399-91-8
• Molecular Formula: C₂₂H₄₀O₄Si
• Molecular Weight: 396.643
• Mol file: 116399-91-8.mol

Synonyms:2,5,5-trimethyl-2-<2'-<1''R-methyl-3''-<(trimethylsilyl)hydroxymethyl>cyclohex-3''-en-2''-yl>ethyl>-1,3-dioxane acetyl ester

Chemical Property of 2,5,5-trimethyl-2-<2'-<1''R-methyl-3''-<(trimethylsilyl)hydroxymethyl>cyclohex-3''-en-2''-yl>ethyl>-1,3-dioxane acetyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5,5-trimethyl-2-<2'-<1''R-methyl-3''-<(trimethylsilyl)hydroxymethyl>cyclohex-3''-en-2''-yl>ethyl>-1,3-dioxane acetyl ester

There total 7 articles about 2,5,5-trimethyl-2-<2'-<1''R-methyl-3''-<(trimethylsilyl)hydroxymethyl>cyclohex-3''-en-2''-yl>ethyl>-1,3-dioxane acetyl 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:

2,5,5-trimethyl-2-<2'-(1''(R)-methyl-3''-oxocyclohex-2''-yl)ethyl>-1,3-dioxane p-tosylhydrazone (116400-00-1,138284-28-3,138284-30-7) → 2,5,5-trimethyl-2-<2'-<1''R-methyl-3''-<(trimethylsilyl)hydroxymethyl>cyclohex-3''-en-2''-yl>ethyl>-1,3-dioxane acetyl ester (116399-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi, TMEDA, 2.) DMF

2: 1.) Et₂O, pentane, -78 deg C, 2.) DMAP, 20 deg C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)96582-1

Reference yield:

acetic anhydride (108-24-7) + Tris(trimethylsilyl)aluminium (65343-66-0) + 2,5,5-trimethyl-2-<2'-((1''S)-2''-formyl-6''(R)-methylcyclohex-2''-enyl)ethyl>-1,3-dioxane (116399-90-7) → 2,5,5-trimethyl-2-<2'-<1''R-methyl-3''-<(trimethylsilyl)hydroxymethyl>cyclohex-3''-en-2''-yl>ethyl>-1,3-dioxane acetyl ester (116399-91-8)

Guidance literature:

With dmap; Yield given. Multistep reaction; 1.) Et₂O, pentane, -78 deg C, 10 min, 2.) Et₂O, pentane, RT, 16 h;

DOI:10.1021/ja00029a028

Reference yield:

2,5,5-trimethyl-2-<2'-(1''(R)-methyl-3''-oxocyclohex-2''-yl)ethyl>-1,3-dioxane (116399-89-4) → 2,5,5-trimethyl-2-<2'-<1''R-methyl-3''-<(trimethylsilyl)hydroxymethyl>cyclohex-3''-en-2''-yl>ethyl>-1,3-dioxane acetyl ester (116399-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / pyridine / tetrahydrofuran / Heating

2: 1.) n-BuLi, TMEDA, 2.) DMF

3: 1.) Et₂O, pentane, -78 deg C, 2.) DMAP, 20 deg C

With pyridine; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; N,N-dimethyl-formamide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)96582-1

upstream raw materials:

acetic anhydride

Tris(trimethylsilyl)aluminium

2,5,5-trimethyl-2-<2'-((1''S)-2''-formyl-6''(R)-methylcyclohex-2''-enyl)ethyl>-1,3-dioxane

2,5,5-trimethyl-2-<2'-(1''(R)-methyl-3''-oxocyclohex-2''-yl)ethyl>-1,3-dioxane

Downstream raw materials:

C₁₂H₁₃O₂(CH₃)3(O)(OO)

(2R,1'S,3'S,4'S)-2-<4'-methyl-3'-(3''-oxobutyl)-2'(E)-<(trimethylsilyl)methylene>cyclohexyl>propionic acid

(2R,1'S,3'S,4'S)-2-<4'-methyl-3'-(3''-oxobutyl)-2'-(E)-<(trimethylsilyl)methylene>cyclohexyl>ethanoic acid

{(1S,3S,4R)-4-Methyl-3-[2-(2,5,5-trimethyl-[1,3]dioxan-2-yl)-ethyl]-2-[1-trimethylsilanyl-meth-(Z)-ylidene]-cyclohexyl}-acetic acid methyl ester