(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-5,5-bis-ethylsulfanyl-pentane-1,2-diol

Base Information

• Chemical Name: (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-5,5-bis-ethylsulfanyl-pentane-1,2-diol
• CAS No.: 479231-57-7
• Molecular Formula: C₂₅H₃₈O₃S₂Si
• Molecular Weight: 478.792
• Mol file: 479231-57-7.mol

Synonyms:(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-5,5-bis-ethylsulfanyl-pentane-1,2-diol

Chemical Property of (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-5,5-bis-ethylsulfanyl-pentane-1,2-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-5,5-bis-ethylsulfanyl-pentane-1,2-diol

There total 1 articles about (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-5,5-bis-ethylsulfanyl-pentane-1,2-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: 93.0%

tert-Butyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propoxy]-diphenyl-silane (85593-59-5) → (2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-5,5-bis-ethylsulfanyl-pentane-1,2-diol (479231-57-7)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; water; at 50 ℃; for 4h;

DOI:10.1016/S0040-4039(02)01206-6

Reference yield: 88.0%

(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-5,5-bis-ethylsulfanyl-pentane-1,2-diol (479231-57-7) → 2-(tert-butyl-diphenyl-silanyloxy)-4,4-bis-ethylsulfanyl-butyraldehyde (479231-58-8)

Guidance literature:

With lead(IV) acetate; sodium carbonate; In dichloromethane; at -40 - -30 ℃; for 0.333333h;

DOI:10.1016/S0040-4039(02)01206-6

Reference yield:

(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-5,5-bis-ethylsulfanyl-pentane-1,2-diol (479231-57-7) → (2E,4E)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-8,8-bis-ethylsulfanyl-octa-2,4-dienoic acid methyl ester (479231-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / Pb(OAc)4; Na₂CO₃ / CH₂Cl₂ / 0.33 h / -40 - -30 °C

2: 83 percent / LiN(SiMe₃)2 / -78 - 20 °C

With lead(IV) acetate; sodium carbonate; lithium hexamethyldisilazane; In dichloromethane; 2: Wittig-Horner reaction;

DOI:10.1016/S0040-4039(02)01206-6

upstream raw materials:

tert-Butyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3,3-bis-ethylsulfanyl-propoxy]-diphenyl-silane

Downstream raw materials:

2-(tert-butyl-diphenyl-silanyloxy)-4,4-bis-ethylsulfanyl-butyraldehyde

(2E,4E)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-8-oxo-octa-2,4-dienoic acid methyl ester

(2E,4E)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-8,8-bis-ethylsulfanyl-octa-2,4-dienoic acid methyl ester

[(Z)-(R)-1-((1E,3E)-5-Bromo-penta-1,3-dienyl)-9,9-bis-ethylsulfanyl-non-3-enyloxy]-tert-butyl-diphenyl-silane