methanesulfonic acid 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl ester

Base Information

• Chemical Name: methanesulfonic acid 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl ester
• CAS No.: 617705-50-7
• Molecular Formula: C₂₁H₃₈O₅SSi
• Molecular Weight: 430.681
• Mol file: 617705-50-7.mol

Synonyms:methanesulfonic acid 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl ester

Chemical Property of methanesulfonic acid 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methanesulfonic acid 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl ester

There total 1 articles about methanesulfonic acid 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl 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: 93.0%

methanesulfonyl chloride (124-63-0) + 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentan-1-ol (224968-25-6) → methanesulfonic acid 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl ester (617705-50-7)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1016/S0040-4020(03)00916-5

Reference yield:

methanesulfonic acid 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl ester (617705-50-7) → [3-benzyloxy-1-(2-iodo-ethyl)-2,2-dimethyl-propoxy]-tert-butyl-dimethyl-silane (617705-39-2)

Guidance literature:

With sodium hydrogencarbonate; sodium iodide; In acetone; for 3h; Heating;

DOI:10.1016/S0040-4020(03)00916-5

Reference yield:

methanesulfonic acid 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl ester (617705-50-7) → 2-((E)-4-{(4S,5S)-5-[(Z)-(S)-6-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-3-en-1-ynyl)-oxazole-4-carboxylic acid ethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1.1: 84 mg / NaI; NaHCO₃ / acetone / 3 h / Heating

2.1: PPh₃; iPr₂NEt / 18 h / 90 °C

2.2: 37 percent / LiHMDS; HMPA / tetrahydrofuran / -78 - 20 °C

With sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium iodide; In acetone; 2.2: Wittig olefination;

DOI:10.1016/S0040-4020(03)00916-5

upstream raw materials:

methanesulfonyl chloride

5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentan-1-ol

Downstream raw materials:

[3-benzyloxy-1-(2-iodo-ethyl)-2,2-dimethyl-propoxy]-tert-butyl-dimethyl-silane