(3S,4R,5R,6S)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-octa-1,7-diene-4,5-diol

Base Information

• Chemical Name: (3S,4R,5R,6S)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-octa-1,7-diene-4,5-diol
• CAS No.: 870700-39-3
• Molecular Formula: C₄₀H₅₀O₄Si₂
• Molecular Weight: 651.006
• Mol file: 870700-39-3.mol

Synonyms:(3S,4R,5R,6S)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-octa-1,7-diene-4,5-diol

Chemical Property of (3S,4R,5R,6S)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-octa-1,7-diene-4,5-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R,5R,6S)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-octa-1,7-diene-4,5-diol

There total 2 articles about (3S,4R,5R,6S)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-octa-1,7-diene-4,5-diol 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: 23.0%

(4R,5R)-4,5-Bis-[1-(tert-butyl-diphenyl-silanyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolane → (3S,4R,5R,6S)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-octa-1,7-diene-4,5-diol (870700-39-3)

Guidance literature:

With silica gel; iron(III) chloride; In chloroform; for 48h;

DOI:10.1021/jo051479m

Reference yield:

1-[(4S,5S)-5-(1-Hydroxy-allyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-en-1-ol (852064-74-5) → (3S,4R,5R,6S)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-octa-1,7-diene-4,5-diol (870700-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / imidazole / dimethylformamide / 40 h / 20 °C

2: 23 percent / FeCl₃*5H₂O/silica gel / CHCl₃ / 48 h

With 1H-imidazole; silica gel; iron(III) chloride; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jo051479m

Reference yield: 55.0%

(3S,4R,5R,6S)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-octa-1,7-diene-4,5-diol (870700-39-3) → (1R,2R,3S,6S)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-cyclohex-4-ene-1,2-diol (502687-19-6)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In benzene; for 20h; Heating;

DOI:10.1021/jo051479m

upstream raw materials:

1-[(4S,5S)-5-(1-Hydroxy-allyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-en-1-ol

Downstream raw materials:

(1R,2R,3S,6S)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-cyclohex-4-ene-1,2-diol