(Z)-2,2,4,8,8-pentamethyl-6-methylene-3,7-dioxa-2,8-disilanon-4-ene

Base Information

• Chemical Name: (Z)-2,2,4,8,8-pentamethyl-6-methylene-3,7-dioxa-2,8-disilanon-4-ene
• CAS No.: 63446-77-5
• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.333
• Mol file: 63446-77-5.mol

Synonyms:(Z)-2,2,4,8,8-pentamethyl-6-methylene-3,7-dioxa-2,8-disilanon-4-ene

Chemical Property of (Z)-2,2,4,8,8-pentamethyl-6-methylene-3,7-dioxa-2,8-disilanon-4-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (Z)-2,2,4,8,8-pentamethyl-6-methylene-3,7-dioxa-2,8-disilanon-4-ene

There total 4 articles about (Z)-2,2,4,8,8-pentamethyl-6-methylene-3,7-dioxa-2,8-disilanon-4-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: 80.0%

1-methyl-1,3-bis(trimethylsilyloxy)buta-1,3-diene (63446-76-4,63446-77-5,68225-97-8) + 2-(benzyloxy)butanal (89279-49-2,137819-87-5) → (2S*,1'S*)-2-<(1'-benzyloxy)propyl>-6-methyl-2,3-dihydro-4H-pyran-4-one (63446-77-5)

Guidance literature:

With trifluoroacetic acid; magnesium bromide; In tetrahydrofuran;

DOI:10.1021/ja00320a050

Reference yield:

((E)-(S)-1-Ethyl-but-2-enyloxymethyl)-benzene (91860-77-4) → (2S*,1'S*)-2-<(1'-benzyloxy)propyl>-6-methyl-2,3-dihydro-4H-pyran-4-one (63446-77-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium bicarbonate, ozone, dimethyl sulfide; 2.) zinc / 1.) dichloromethane, methanol, -78 deg C to room temp., 2.) water, acetic acid, 1 h

2: 2.) aq. acetic acid (50percent) / magnesium bromide (MgBr₂) / tetrahydrofuran / 2.5 h / 0 - 20 °C

With dimethylsulfide; sodium hydrogencarbonate; ozone; acetic acid; zinc; magnesium bromide; In tetrahydrofuran;

DOI:10.1021/ja00291a027

Reference yield:

1-methyl-1,3-bis(trimethylsilyloxy)buta-1,3-diene (63446-76-4,63446-77-5,68225-97-8) + (S)-(-)-2-Benzyloxybutyraldehyde (80928-04-7,137819-87-5) → (2S*,1'S*)-2-<(1'-benzyloxy)propyl>-6-methyl-2,3-dihydro-4H-pyran-4-one (63446-77-5)

Guidance literature:

With trifluoroacetic acid; magnesium bromide; Yield given. Multistep reaction; 1.) THF, 0 deg C to room temp., 14 h; 2.) dichloromethane;

DOI:10.1021/ja00291a027

upstream raw materials:

1-methyl-1,3-bis(trimethylsilyloxy)buta-1,3-diene

2-(benzyloxy)butanal

(S)-(-)-2-Benzyloxybutyraldehyde

((E)-(S)-1-Ethyl-but-2-enyloxymethyl)-benzene

Downstream raw materials:

(2S*,1'S*)-2-<2'-(benzyloxy)-1'-methylethyl>-6-methyl-2,3-dihydro-4H-pyran-4-one

(2R*,1'S*)-2-<2'-(benzyloxy)-1'-methylethyl>-6-methyl-2,3-dihydro-4H-pyran-4-one

4-Benzenesulfonyl-3-methyl-5-trifluoromethyl-cyclohex-2-enone

(2R*,1'S*)-2-<(1'-benzyloxy)propyl>-6-methyl-2,3-dihydro-4H-pyran-4-one