3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enal

Base Information

• Chemical Name: 3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enal
• CAS No.: 281661-42-5
• Molecular Formula: C₂₅H₃₄O₂Si
• Molecular Weight: 394.629
• Mol file: 281661-42-5.mol

Synonyms:3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enal

Chemical Property of 3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enal

There total 7 articles about 3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enal 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: 89.0%

3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-en-1-ol (281661-52-7) → 3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enal (281661-42-5)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 - -50 ℃; for 0.25h;

DOI:10.1021/jo9918450

Reference yield:

(E)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enal (281661-33-4) → 3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enal (281661-42-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: H₂O₂; NaH₂PO₄; NaClO₂ / acetonitrile; H₂O / 21 h / 20 °C

1.2: 79 percent / diethyl ether

2.1: 34 percent / tetrahydrofuran / 1.5 h / -40 °C

3.1: 99 percent / LiAlH₄ / diethyl ether / 1.5 h / 0 °C

4.1: 89 percent / oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / 0.25 h / -60 - -50 °C

With sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; oxalyl dichloride; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile; 1.1: Carboxylation / 1.2: Alkylation / 2.1: Grignard reaction / 3.1: Reduction / 4.1: Swern oxidation;

DOI:10.1021/jo9918450

Reference yield:

3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enoic acid methyl ester (281661-38-9) → 3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enal (281661-42-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / LiAlH₄ / diethyl ether / 1.5 h / 0 °C

2: 89 percent / oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / 0.25 h / -60 - -50 °C

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; 1: Reduction / 2: Swern oxidation;

DOI:10.1021/jo9918450

upstream raw materials:

3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-en-1-ol

(E)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enal

3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enoic acid methyl ester

(S)-3,7-dimethyl-6-octen-1-ol

Downstream raw materials:

6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-oct-7-ene-1,4-diol

2-{1-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-allyl}-4,4-dimethyl-cyclopent-2-enone

6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-4-oxo-oct-7-enal