Acetic acid (S)-4-(tert-butyl-diphenyl-silanyloxy)-1-{(2S,5R)-5-[(R)-4-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-butyl]-tetrahydro-furan-2-yl}-butyl ester

Base Information

• Chemical Name: Acetic acid (S)-4-(tert-butyl-diphenyl-silanyloxy)-1-{(2S,5R)-5-[(R)-4-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-butyl]-tetrahydro-furan-2-yl}-butyl ester
• CAS No.: 909767-36-8
• Molecular Formula: C₄₆H₆₂O₆Si₂
• Molecular Weight: 767.166
• Mol file: 909767-36-8.mol

Synonyms:Acetic acid (S)-4-(tert-butyl-diphenyl-silanyloxy)-1-{(2S,5R)-5-[(R)-4-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-butyl]-tetrahydro-furan-2-yl}-butyl ester

Chemical Property of Acetic acid (S)-4-(tert-butyl-diphenyl-silanyloxy)-1-{(2S,5R)-5-[(R)-4-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-butyl]-tetrahydro-furan-2-yl}-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (S)-4-(tert-butyl-diphenyl-silanyloxy)-1-{(2S,5R)-5-[(R)-4-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-butyl]-tetrahydro-furan-2-yl}-butyl ester

There total 6 articles about Acetic acid (S)-4-(tert-butyl-diphenyl-silanyloxy)-1-{(2S,5R)-5-[(R)-4-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-butyl]-tetrahydro-furan-2-yl}-butyl ester 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: 81.0%

cis-4-(tert-butyldiphenylsiloxy)-1-{5-[4-(tert-butyldiphenylsiloxy)-1-hydroxybutyl]tetrahydrofuran-2-yl}butan-1-ol (909767-35-7) + vinyl acetate (108-05-4,9003-20-7) → Acetic acid (S)-4-(tert-butyl-diphenyl-silanyloxy)-1-{(2S,5R)-5-[(R)-4-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-butyl]-tetrahydro-furan-2-yl}-butyl ester (909767-36-8)

Guidance literature:

With Lipase Amano AK; In hexane; at 60 ℃;

DOI:10.1021/ol060520k

Reference yield:

C44H58O2Si2 (909767-34-6) → Acetic acid (S)-4-(tert-butyl-diphenyl-silanyloxy)-1-{(2S,5R)-5-[(R)-4-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-butyl]-tetrahydro-furan-2-yl}-butyl ester (909767-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / sodium periodate / ruthenium trichloride / tetrahydrofuran; H₂O / 6 h / 0 °C

2: 81 percent / lipase Amano AK / hexane / 60 °C

With sodium periodate; Lipase Amano AK; ruthenium trichloride; In tetrahydrofuran; hexane; water;

DOI:10.1021/ol060520k

Reference yield:

(4E,8E)-dodeca-4,8-diene-1,12-diol (131392-77-3) → Acetic acid (S)-4-(tert-butyl-diphenyl-silanyloxy)-1-{(2S,5R)-5-[(R)-4-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-butyl]-tetrahydro-furan-2-yl}-butyl ester (909767-36-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 24.4 g / i-Pr₂EtN / CH₂Cl₂ / 24 h / 20 °C

2: 83 percent / sodium periodate / ruthenium trichloride / tetrahydrofuran; H₂O / 6 h / 0 °C

3: 81 percent / lipase Amano AK / hexane / 60 °C

With sodium periodate; Lipase Amano AK; N-ethyl-N,N-diisopropylamine; ruthenium trichloride; In tetrahydrofuran; hexane; dichloromethane; water;

DOI:10.1021/ol060520k

upstream raw materials:

cis-4-(tert-butyldiphenylsiloxy)-1-{5-[4-(tert-butyldiphenylsiloxy)-1-hydroxybutyl]tetrahydrofuran-2-yl}butan-1-ol

vinyl acetate

C₄₄H₅₈O₂Si₂

(4E,8E)-dodeca-4,8-diene-1,12-diol