[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

Base Information

• Chemical Name: [3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol
• CAS No.: 916433-81-3
• Molecular Formula: C₃₆H₄₆O₅Si
• Molecular Weight: 586.844
• Mol file: 916433-81-3.mol

Synonyms:[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

Chemical Property of [3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

There total 1 articles about [3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol 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: 25.0%

3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxirane-2-carbaldehyde (916433-73-3) + 2-methylallylmagnesium chloride (5674-01-1) + 2-fluoro-1,4-dimethoxybenzene (82830-49-7) → [3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol (916433-81-3) + [3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol (916433-78-8)

Guidance literature:

2-fluoro-1,4-dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; Petroleum ether; at -78 ℃; for 0.5h;

2-methylallylmagnesium chloride; In tetrahydrofuran; Petroleum ether; at -78 - 20 ℃; for 1.75h;

3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxirane-2-carbaldehyde; In tetrahydrofuran; Petroleum ether; at -78 ℃; for 0.333333h;

DOI:10.1021/ja0662671

Reference yield: 86.0%

[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol (916433-81-3) → (3-but-3-enyl-3-hydroxymethyl-oxiranyl)-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol (916433-82-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h;

DOI:10.1021/ja0662671

Reference yield:

[3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranyl]-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol (916433-81-3) → 1-but-3-enyl-4-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-3,6-dioxa-bicyclo[3.1.0]hexan-2-one (916433-71-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / TBAF / tetrahydrofuran / 1 h

2: 74 percent / TPAP; N-methylmorpholine-N-oxide; 4 Angstroem molecular sieves / acetonitrile / 2 h / 20 °C

3: 83 percent / AlMe₃; 2,6-diphenyl-4-nitrophenol / CH₂Cl₂ / 36 h

With tetrapropylammonium perruthennate; 4 A molecular sieve; 2,6-diphenyl-4-nitrophenol; tetrabutyl ammonium fluoride; trimethylaluminum; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/ja0662671

upstream raw materials:

3-but-3-enyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxirane-2-carbaldehyde

2-methylallylmagnesium chloride

2-fluoro-1,4-dimethoxybenzene

Downstream raw materials:

(3-but-3-enyl-3-hydroxymethyl-oxiranyl)-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-methanol

1-but-3-enyl-4-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-3,6-dioxa-bicyclo[3.1.0]hexan-2-one

1-but-3-enyl-4-[3,6-dimethoxy-2-(2-methyl-allyl)-phenyl]-3,6-dioxa-bicyclo[3.1.0]hexan-2-one