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

Base Information

• Chemical Name: 3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-en-1-ol
• CAS No.: 281661-40-3
• Molecular Formula: C₂₅H₃₆O₂Si
• Molecular Weight: 396.645
• Mol file: 281661-40-3.mol

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

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

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-en-1-ol

There total 6 articles about 3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-en-1-ol 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: 95.0%

3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enoic acid methyl ester (281661-36-7) → 3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-en-1-ol (281661-40-3)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 1.5h;

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-en-1-ol (281661-40-3)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: 79 percent / diethyl ether

2.1: 17 percent / tetrahydrofuran / 1.5 h / -40 °C

3.1: 95 percent / LiAlH₄ / diethyl ether / 1.5 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; dihydrogen peroxide; In tetrahydrofuran; diethyl ether; water; acetonitrile; 1.1: Carboxylation / 1.2: Alkylation / 2.1: Grignard reaction / 3.1: Reduction;

DOI:10.1021/jo9918450

Reference yield:

(S)-3,7-dimethyl-6-octen-1-ol (7540-51-4) → 3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-en-1-ol (281661-40-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: imidazole / tetrahydrofuran / 2 h / 20 °C

1.2: 81 percent / O₃; PPh₃ / CH₂Cl₂ / 1 h / 20 °C

2.1: Et₃N; TMSCl; NaI / acetonitrile / 44 h / 80 °C

2.2: 56 percent / Pd(OAc)2; p-benzoquinone / acetonitrile / 24 h / 20 °C

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

3.2: 79 percent / diethyl ether

4.1: 17 percent / tetrahydrofuran / 1.5 h / -40 °C

5.1: 95 percent / LiAlH₄ / diethyl ether / 1.5 h / 0 °C

With 1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; chloro-trimethyl-silane; dihydrogen peroxide; triethylamine; sodium iodide; In tetrahydrofuran; diethyl ether; water; acetonitrile; 1.1: silylation / 1.2: ozonation / 2.1: Dehydrogenation / 2.2: deesterification / 3.1: Carboxylation / 3.2: Alkylation / 4.1: Grignard reaction / 5.1: Reduction;

DOI:10.1021/jo9918450

upstream raw materials:

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

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

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

tert-butylchlorodiphenylsilane

Downstream raw materials:

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

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

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-oct-7-ene-1,4-diol